Synthesis and Structure of 4-Indolyl-5-(thieno[3,2-b]pyrrol-6-yl)imidazoles View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2005-09

AUTHORS

M. M. Krayushkin, I. P. Sedishev, V. N. Yarovenko, I. V. Zavarzin, L. G. Vorontsova, Z. A. Starikova, B. V. Nabatov

ABSTRACT

A procedure was proposed for regioselective acylation of methyl 2-methyl-4H-thieno[3,2-b]-pyrrole-5-carboxylate with 2-(3-indolyl)-2-oxoacetyl chloride. Reactions of the resulting methyl 6-[2-(3-indolyl)-1,2-dioxoethyl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate with aromatic aldehydes and ammonium acetate in acetic acid afforded the corresponding methyl 6-[2-aryl-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylates. The structure of methyl 6-[2-(4-chlorophenyl)-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate was studied by X-ray analysis.

PAGES

1349-1353

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11178-005-0345-1

DOI

http://dx.doi.org/10.1007/s11178-005-0345-1

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1054523827


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/2008/03", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Chemical Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0306", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Physical Chemistry (incl. Structural)", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Krayushkin", 
        "givenName": "M. M.", 
        "id": "sg:person.0625134117.19", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0625134117.19"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Sedishev", 
        "givenName": "I. P.", 
        "id": "sg:person.07763352037.87", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07763352037.87"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Yarovenko", 
        "givenName": "V. N.", 
        "id": "sg:person.013442641550.93", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013442641550.93"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Zavarzin", 
        "givenName": "I. V.", 
        "id": "sg:person.011151201037.74", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011151201037.74"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vorontsova", 
        "givenName": "L. G.", 
        "id": "sg:person.015300360035.76", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015300360035.76"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Starikova", 
        "givenName": "Z. A.", 
        "id": "sg:person.014473641160.05", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014473641160.05"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Nabatov", 
        "givenName": "B. V.", 
        "id": "sg:person.0741362517.43", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0741362517.43"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1023/a:1021660014609", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1038656620", 
          "https://doi.org/10.1023/a:1021660014609"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2005-09", 
    "datePublishedReg": "2005-09-01", 
    "description": "A procedure was proposed for regioselective acylation of methyl 2-methyl-4H-thieno[3,2-b]-pyrrole-5-carboxylate with 2-(3-indolyl)-2-oxoacetyl chloride. Reactions of the resulting methyl 6-[2-(3-indolyl)-1,2-dioxoethyl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate with aromatic aldehydes and ammonium acetate in acetic acid afforded the corresponding methyl 6-[2-aryl-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylates. The structure of methyl 6-[2-(4-chlorophenyl)-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate was studied by X-ray analysis.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s11178-005-0345-1", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1136317", 
        "issn": [
          "1070-4280", 
          "1608-3393"
        ], 
        "name": "Russian Journal of Organic Chemistry", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "9", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "41"
      }
    ], 
    "keywords": [
      "methyl-4H", 
      "methyl-6", 
      "acid", 
      "acetic acid", 
      "acylation", 
      "structure", 
      "carboxylate", 
      "synthesis", 
      "X-ray analysis", 
      "analysis", 
      "aryl-4", 
      "acetate", 
      "methyl", 
      "aldehydes", 
      "reaction", 
      "chloride", 
      "regioselective acylation", 
      "ammonium acetate", 
      "aromatic aldehydes", 
      "procedure", 
      "oxoacetyl chloride"
    ], 
    "name": "Synthesis and Structure of 4-Indolyl-5-(thieno[3,2-b]pyrrol-6-yl)imidazoles", 
    "pagination": "1349-1353", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1054523827"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s11178-005-0345-1"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s11178-005-0345-1", 
      "https://app.dimensions.ai/details/publication/pub.1054523827"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-11-24T20:51", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20221124/entities/gbq_results/article/article_401.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s11178-005-0345-1"
  }
]
 

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.10.1007/s11178-005-0345-1'

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

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/s11178-005-0345-1'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s11178-005-0345-1'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s11178-005-0345-1'


 

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

126 TRIPLES      21 PREDICATES      47 URIs      38 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s11178-005-0345-1 schema:about anzsrc-for:03
2 anzsrc-for:0306
3 schema:author Nff6efaad2ce748a0b337df663225245f
4 schema:citation sg:pub.10.1023/a:1021660014609
5 schema:datePublished 2005-09
6 schema:datePublishedReg 2005-09-01
7 schema:description A procedure was proposed for regioselective acylation of methyl 2-methyl-4H-thieno[3,2-b]-pyrrole-5-carboxylate with 2-(3-indolyl)-2-oxoacetyl chloride. Reactions of the resulting methyl 6-[2-(3-indolyl)-1,2-dioxoethyl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate with aromatic aldehydes and ammonium acetate in acetic acid afforded the corresponding methyl 6-[2-aryl-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylates. The structure of methyl 6-[2-(4-chlorophenyl)-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate was studied by X-ray analysis.
8 schema:genre article
9 schema:isAccessibleForFree false
10 schema:isPartOf N6b5c5e02f5484330ac9b47c1cdcc2731
11 N73abcdbe8f844d1ba0ad82c9025962a3
12 sg:journal.1136317
13 schema:keywords X-ray analysis
14 acetate
15 acetic acid
16 acid
17 acylation
18 aldehydes
19 ammonium acetate
20 analysis
21 aromatic aldehydes
22 aryl-4
23 carboxylate
24 chloride
25 methyl
26 methyl-4H
27 methyl-6
28 oxoacetyl chloride
29 procedure
30 reaction
31 regioselective acylation
32 structure
33 synthesis
34 schema:name Synthesis and Structure of 4-Indolyl-5-(thieno[3,2-b]pyrrol-6-yl)imidazoles
35 schema:pagination 1349-1353
36 schema:productId N52c7e8410019418790300bf205f57602
37 N5fbb75676a224e81af5670e30f2bd717
38 schema:sameAs https://app.dimensions.ai/details/publication/pub.1054523827
39 https://doi.org/10.1007/s11178-005-0345-1
40 schema:sdDatePublished 2022-11-24T20:51
41 schema:sdLicense https://scigraph.springernature.com/explorer/license/
42 schema:sdPublisher Nbfe0e2a7b03440fdbb0d6214866bf577
43 schema:url https://doi.org/10.1007/s11178-005-0345-1
44 sgo:license sg:explorer/license/
45 sgo:sdDataset articles
46 rdf:type schema:ScholarlyArticle
47 N17526908cee44543a203501f39651830 rdf:first sg:person.013442641550.93
48 rdf:rest N9167b60026894d1cad13050039b528eb
49 N18d2af0dfe534a7391773ef7c97f4ded rdf:first sg:person.0741362517.43
50 rdf:rest rdf:nil
51 N52c7e8410019418790300bf205f57602 schema:name doi
52 schema:value 10.1007/s11178-005-0345-1
53 rdf:type schema:PropertyValue
54 N5fbb75676a224e81af5670e30f2bd717 schema:name dimensions_id
55 schema:value pub.1054523827
56 rdf:type schema:PropertyValue
57 N6b5c5e02f5484330ac9b47c1cdcc2731 schema:volumeNumber 41
58 rdf:type schema:PublicationVolume
59 N73abcdbe8f844d1ba0ad82c9025962a3 schema:issueNumber 9
60 rdf:type schema:PublicationIssue
61 N9167b60026894d1cad13050039b528eb rdf:first sg:person.011151201037.74
62 rdf:rest Nfba137098d8149ccafef1eef98f2402a
63 Nbfe0e2a7b03440fdbb0d6214866bf577 schema:name Springer Nature - SN SciGraph project
64 rdf:type schema:Organization
65 Ndd814668172242d2b3c3f8c3c9a1c015 rdf:first sg:person.014473641160.05
66 rdf:rest N18d2af0dfe534a7391773ef7c97f4ded
67 Ned3f0733c3904ff49e295709200ec050 rdf:first sg:person.07763352037.87
68 rdf:rest N17526908cee44543a203501f39651830
69 Nfba137098d8149ccafef1eef98f2402a rdf:first sg:person.015300360035.76
70 rdf:rest Ndd814668172242d2b3c3f8c3c9a1c015
71 Nff6efaad2ce748a0b337df663225245f rdf:first sg:person.0625134117.19
72 rdf:rest Ned3f0733c3904ff49e295709200ec050
73 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
74 schema:name Chemical Sciences
75 rdf:type schema:DefinedTerm
76 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
77 schema:name Physical Chemistry (incl. Structural)
78 rdf:type schema:DefinedTerm
79 sg:journal.1136317 schema:issn 1070-4280
80 1608-3393
81 schema:name Russian Journal of Organic Chemistry
82 schema:publisher Springer Nature
83 rdf:type schema:Periodical
84 sg:person.011151201037.74 schema:affiliation grid-institutes:grid.4886.2
85 schema:familyName Zavarzin
86 schema:givenName I. V.
87 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011151201037.74
88 rdf:type schema:Person
89 sg:person.013442641550.93 schema:affiliation grid-institutes:grid.4886.2
90 schema:familyName Yarovenko
91 schema:givenName V. N.
92 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013442641550.93
93 rdf:type schema:Person
94 sg:person.014473641160.05 schema:affiliation grid-institutes:grid.4886.2
95 schema:familyName Starikova
96 schema:givenName Z. A.
97 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014473641160.05
98 rdf:type schema:Person
99 sg:person.015300360035.76 schema:affiliation grid-institutes:grid.4886.2
100 schema:familyName Vorontsova
101 schema:givenName L. G.
102 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015300360035.76
103 rdf:type schema:Person
104 sg:person.0625134117.19 schema:affiliation grid-institutes:grid.4886.2
105 schema:familyName Krayushkin
106 schema:givenName M. M.
107 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0625134117.19
108 rdf:type schema:Person
109 sg:person.0741362517.43 schema:affiliation grid-institutes:grid.4886.2
110 schema:familyName Nabatov
111 schema:givenName B. V.
112 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0741362517.43
113 rdf:type schema:Person
114 sg:person.07763352037.87 schema:affiliation grid-institutes:grid.4886.2
115 schema:familyName Sedishev
116 schema:givenName I. P.
117 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07763352037.87
118 rdf:type schema:Person
119 sg:pub.10.1023/a:1021660014609 schema:sameAs https://app.dimensions.ai/details/publication/pub.1038656620
120 https://doi.org/10.1023/a:1021660014609
121 rdf:type schema:CreativeWork
122 grid-institutes:grid.4886.2 schema:alternateName Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, Moscow, Russia
123 Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia
124 schema:name Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, Moscow, Russia
125 Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, 119991, Moscow, Russia
126 rdf:type schema:Organization
 




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


...