Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2008-09

AUTHORS

A. V. Bentya, R. I. Vas’kevich, A. V. Bol’but, M. V. Vovk, V. I. Staninets, A. V. Turov, E. B. Rusanov

ABSTRACT

6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3′,4′:4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.

PAGES

1362-1368

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428008090194

DOI

http://dx.doi.org/10.1134/s1070428008090194

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1040149901


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/1116", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Medical Physiology", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/11", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Medical and Health Sciences", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Bentya", 
        "givenName": "A. V.", 
        "id": "sg:person.011632451411.91", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011632451411.91"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vas\u2019kevich", 
        "givenName": "R. I.", 
        "id": "sg:person.013174754337.67", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013174754337.67"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Bol\u2019but", 
        "givenName": "A. V.", 
        "id": "sg:person.011322217770.24", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011322217770.24"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vovk", 
        "givenName": "M. V.", 
        "id": "sg:person.013407403301.91", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013407403301.91"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Staninets", 
        "givenName": "V. I.", 
        "id": "sg:person.016653667731.06", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016653667731.06"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Taras Shevchenko National University of Kyiv", 
          "id": "https://www.grid.ac/institutes/grid.34555.32", 
          "name": [
            "Taras Shevchenko Kiev National University, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Turov", 
        "givenName": "A. V.", 
        "id": "sg:person.011217061701.35", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011217061701.35"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry", 
          "id": "https://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Rusanov", 
        "givenName": "E. B.", 
        "id": "sg:person.01247600537.28", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "https://doi.org/10.1016/0223-5234(93)90123-v", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1003172614"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0960-894x(96)00027-3", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1004899144"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0024-3205(84)90310-2", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1012367295"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0024-3205(84)90310-2", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1012367295"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0960-894x(95)00420-x", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1016210552"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0960-894x(95)00558-b", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1018771846"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1139/v88-264", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1042157308"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0304-3940(83)90245-8", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1046042935"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0304-3940(83)90245-8", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1046042935"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/hlca.19590420132", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1046176697"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/ja00431a050", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055731973"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm00113a031", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055935640"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2008-09", 
    "datePublishedReg": "2008-09-01", 
    "description": "6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3\u2032,4\u2032:4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.", 
    "genre": "research_article", 
    "id": "sg:pub.10.1134/s1070428008090194", 
    "inLanguage": [
      "en"
    ], 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1136317", 
        "issn": [
          "1070-4280", 
          "1608-3393"
        ], 
        "name": "Russian Journal of Organic Chemistry", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "9", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "44"
      }
    ], 
    "name": "Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones", 
    "pagination": "1362-1368", 
    "productId": [
      {
        "name": "readcube_id", 
        "type": "PropertyValue", 
        "value": [
          "bf4286e0169223a622d1bac73ca978715275251a067a07f11a8232342fa0bc94"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1134/s1070428008090194"
        ]
      }, 
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1040149901"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1134/s1070428008090194", 
      "https://app.dimensions.ai/details/publication/pub.1040149901"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2019-04-10T18:19", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-uberresearch-data-dimensions-target-20181106-alternative/cleanup/v134/2549eaecd7973599484d7c17b260dba0a4ecb94b/merge/v9/a6c9fde33151104705d4d7ff012ea9563521a3ce/jats-lookup/v90/0000000001_0000000264/records_8675_00000507.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "http://link.springer.com/10.1134%2FS1070428008090194"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1134/s1070428008090194'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1134/s1070428008090194'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1134/s1070428008090194'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1134/s1070428008090194'


 

This table displays all metadata directly associated to this object as RDF triples.

136 TRIPLES      21 PREDICATES      37 URIs      19 LITERALS      7 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1134/s1070428008090194 schema:about anzsrc-for:11
2 anzsrc-for:1116
3 schema:author Nc86d79f009d240f7a09960376dd2d2dc
4 schema:citation https://doi.org/10.1002/hlca.19590420132
5 https://doi.org/10.1016/0024-3205(84)90310-2
6 https://doi.org/10.1016/0223-5234(93)90123-v
7 https://doi.org/10.1016/0304-3940(83)90245-8
8 https://doi.org/10.1016/0960-894x(95)00420-x
9 https://doi.org/10.1016/0960-894x(95)00558-b
10 https://doi.org/10.1016/0960-894x(96)00027-3
11 https://doi.org/10.1021/ja00431a050
12 https://doi.org/10.1021/jm00113a031
13 https://doi.org/10.1139/v88-264
14 schema:datePublished 2008-09
15 schema:datePublishedReg 2008-09-01
16 schema:description 6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3′,4′:4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.
17 schema:genre research_article
18 schema:inLanguage en
19 schema:isAccessibleForFree false
20 schema:isPartOf N635d99decdf447e4b6eff2a9fd4519b1
21 Nef8250d00a914bfa8d900898c7bc152b
22 sg:journal.1136317
23 schema:name Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones
24 schema:pagination 1362-1368
25 schema:productId N1279550c286a43edbc4f893968869802
26 N2f00aa6448134f839c7a68726f914612
27 N5fb9e3e1e4d94b2a843d80ce48f98138
28 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040149901
29 https://doi.org/10.1134/s1070428008090194
30 schema:sdDatePublished 2019-04-10T18:19
31 schema:sdLicense https://scigraph.springernature.com/explorer/license/
32 schema:sdPublisher N4e34e442cd9e4b7ba359e8ec994f2e58
33 schema:url http://link.springer.com/10.1134%2FS1070428008090194
34 sgo:license sg:explorer/license/
35 sgo:sdDataset articles
36 rdf:type schema:ScholarlyArticle
37 N1279550c286a43edbc4f893968869802 schema:name doi
38 schema:value 10.1134/s1070428008090194
39 rdf:type schema:PropertyValue
40 N29275fcf41ba45a3be3f9a5824be567b rdf:first sg:person.011217061701.35
41 rdf:rest Nc6dd1f12f4134e528876f783d3856b9f
42 N2f00aa6448134f839c7a68726f914612 schema:name readcube_id
43 schema:value bf4286e0169223a622d1bac73ca978715275251a067a07f11a8232342fa0bc94
44 rdf:type schema:PropertyValue
45 N4e34e442cd9e4b7ba359e8ec994f2e58 schema:name Springer Nature - SN SciGraph project
46 rdf:type schema:Organization
47 N5fb9e3e1e4d94b2a843d80ce48f98138 schema:name dimensions_id
48 schema:value pub.1040149901
49 rdf:type schema:PropertyValue
50 N635d99decdf447e4b6eff2a9fd4519b1 schema:issueNumber 9
51 rdf:type schema:PublicationIssue
52 Na6a99b6caeb24d008c1dbc033db36e7a rdf:first sg:person.011322217770.24
53 rdf:rest Nda0fb1ad709f4773b2804866ba2ac355
54 Naf07b157dcf54592886af25b0083c62a rdf:first sg:person.013174754337.67
55 rdf:rest Na6a99b6caeb24d008c1dbc033db36e7a
56 Nc43f6bac8ef4443c87e52f15b2f43afc rdf:first sg:person.016653667731.06
57 rdf:rest N29275fcf41ba45a3be3f9a5824be567b
58 Nc6dd1f12f4134e528876f783d3856b9f rdf:first sg:person.01247600537.28
59 rdf:rest rdf:nil
60 Nc86d79f009d240f7a09960376dd2d2dc rdf:first sg:person.011632451411.91
61 rdf:rest Naf07b157dcf54592886af25b0083c62a
62 Nda0fb1ad709f4773b2804866ba2ac355 rdf:first sg:person.013407403301.91
63 rdf:rest Nc43f6bac8ef4443c87e52f15b2f43afc
64 Nef8250d00a914bfa8d900898c7bc152b schema:volumeNumber 44
65 rdf:type schema:PublicationVolume
66 anzsrc-for:11 schema:inDefinedTermSet anzsrc-for:
67 schema:name Medical and Health Sciences
68 rdf:type schema:DefinedTerm
69 anzsrc-for:1116 schema:inDefinedTermSet anzsrc-for:
70 schema:name Medical Physiology
71 rdf:type schema:DefinedTerm
72 sg:journal.1136317 schema:issn 1070-4280
73 1608-3393
74 schema:name Russian Journal of Organic Chemistry
75 rdf:type schema:Periodical
76 sg:person.011217061701.35 schema:affiliation https://www.grid.ac/institutes/grid.34555.32
77 schema:familyName Turov
78 schema:givenName A. V.
79 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011217061701.35
80 rdf:type schema:Person
81 sg:person.011322217770.24 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
82 schema:familyName Bol’but
83 schema:givenName A. V.
84 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011322217770.24
85 rdf:type schema:Person
86 sg:person.011632451411.91 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
87 schema:familyName Bentya
88 schema:givenName A. V.
89 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011632451411.91
90 rdf:type schema:Person
91 sg:person.01247600537.28 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
92 schema:familyName Rusanov
93 schema:givenName E. B.
94 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28
95 rdf:type schema:Person
96 sg:person.013174754337.67 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
97 schema:familyName Vas’kevich
98 schema:givenName R. I.
99 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013174754337.67
100 rdf:type schema:Person
101 sg:person.013407403301.91 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
102 schema:familyName Vovk
103 schema:givenName M. V.
104 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013407403301.91
105 rdf:type schema:Person
106 sg:person.016653667731.06 schema:affiliation https://www.grid.ac/institutes/grid.464621.3
107 schema:familyName Staninets
108 schema:givenName V. I.
109 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016653667731.06
110 rdf:type schema:Person
111 https://doi.org/10.1002/hlca.19590420132 schema:sameAs https://app.dimensions.ai/details/publication/pub.1046176697
112 rdf:type schema:CreativeWork
113 https://doi.org/10.1016/0024-3205(84)90310-2 schema:sameAs https://app.dimensions.ai/details/publication/pub.1012367295
114 rdf:type schema:CreativeWork
115 https://doi.org/10.1016/0223-5234(93)90123-v schema:sameAs https://app.dimensions.ai/details/publication/pub.1003172614
116 rdf:type schema:CreativeWork
117 https://doi.org/10.1016/0304-3940(83)90245-8 schema:sameAs https://app.dimensions.ai/details/publication/pub.1046042935
118 rdf:type schema:CreativeWork
119 https://doi.org/10.1016/0960-894x(95)00420-x schema:sameAs https://app.dimensions.ai/details/publication/pub.1016210552
120 rdf:type schema:CreativeWork
121 https://doi.org/10.1016/0960-894x(95)00558-b schema:sameAs https://app.dimensions.ai/details/publication/pub.1018771846
122 rdf:type schema:CreativeWork
123 https://doi.org/10.1016/0960-894x(96)00027-3 schema:sameAs https://app.dimensions.ai/details/publication/pub.1004899144
124 rdf:type schema:CreativeWork
125 https://doi.org/10.1021/ja00431a050 schema:sameAs https://app.dimensions.ai/details/publication/pub.1055731973
126 rdf:type schema:CreativeWork
127 https://doi.org/10.1021/jm00113a031 schema:sameAs https://app.dimensions.ai/details/publication/pub.1055935640
128 rdf:type schema:CreativeWork
129 https://doi.org/10.1139/v88-264 schema:sameAs https://app.dimensions.ai/details/publication/pub.1042157308
130 rdf:type schema:CreativeWork
131 https://www.grid.ac/institutes/grid.34555.32 schema:alternateName Taras Shevchenko National University of Kyiv
132 schema:name Taras Shevchenko Kiev National University, Kiev, Ukraine
133 rdf:type schema:Organization
134 https://www.grid.ac/institutes/grid.464621.3 schema:alternateName Institute of Organic Chemistry
135 schema:name Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, 02660, Kiev, Ukraine
136 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...