Cyclocondensation of 5-chloro-4-formylpyrrole-3-carboxylates with arylamines. Synthesis and fluorescent properties of pyrrolo[2,3-b]quinoline-3-carboxylates and their benzo[f] analogs View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2021-10-30

AUTHORS

Alina N. Grozav, Mariana Z. Fedoriv, Vitaliy А. Chornous, Sergiy V. Kemskiy, Vladislav M. Polishchuk, Nikolay P. Shandura, Eduard B. Rusanov, Mikhailo V. Vovk

ABSTRACT

5-Chloro-4-formylpyrrole-3-carboxylates react with anilines or β-naphthylamine when heated in DMF under reflux to form ethyl pyrrolo[2,3-b]quinoline-3-carboxylates or their benzo[f] analogs, which exhibit moderate fluorescent properties. The corresponding carboxylic acids were obtained by alkaline hydrolysis of the synthesized carboxylates.

PAGES

1024-1030

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-021-03017-y

DOI

http://dx.doi.org/10.1007/s10593-021-03017-y

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1142277692


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/2008/0305", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Organic Chemistry", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Bukovinian State Medical University, 2 Teatral\u2019na Sq, 58000, Chernivtsi, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.445372.3", 
          "name": [
            "Bukovinian State Medical University, 2 Teatral\u2019na Sq, 58000, Chernivtsi, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Grozav", 
        "givenName": "Alina N.", 
        "id": "sg:person.010635210626.79", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010635210626.79"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Ivano-Frankivsk National Medical University, 2 Galytska St, 76018, Ivano-Frankivsk, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.429142.8", 
          "name": [
            "Ivano-Frankivsk National Medical University, 2 Galytska St, 76018, Ivano-Frankivsk, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Fedoriv", 
        "givenName": "Mariana Z.", 
        "id": "sg:person.013775611611.86", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013775611611.86"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Bukovinian State Medical University, 2 Teatral\u2019na Sq, 58000, Chernivtsi, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.445372.3", 
          "name": [
            "Bukovinian State Medical University, 2 Teatral\u2019na Sq, 58000, Chernivtsi, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Chornous", 
        "givenName": "Vitaliy \u0410.", 
        "id": "sg:person.013217256664.48", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013217256664.48"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Kemskiy", 
        "givenName": "Sergiy V.", 
        "id": "sg:person.012152267704.88", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012152267704.88"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Polishchuk", 
        "givenName": "Vladislav M.", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Shandura", 
        "givenName": "Nikolay P.", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Rusanov", 
        "givenName": "Eduard B.", 
        "id": "sg:person.01247600537.28", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vovk", 
        "givenName": "Mikhailo V.", 
        "id": "sg:person.014463264572.58", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014463264572.58"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1038/nsmb908", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1032477432", 
          "https://doi.org/10.1038/nsmb908"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/978-0-387-46312-4", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1025074156", 
          "https://doi.org/10.1007/978-0-387-46312-4"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/s10593-019-02476-8", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1115901150", 
          "https://doi.org/10.1007/s10593-019-02476-8"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2021-10-30", 
    "datePublishedReg": "2021-10-30", 
    "description": "5-Chloro-4-formylpyrrole-3-carboxylates react with anilines or \u03b2-naphthylamine when heated in DMF under reflux to form ethyl pyrrolo[2,3-b]quinoline-3-carboxylates or their benzo[f] analogs, which exhibit moderate fluorescent properties. The corresponding carboxylic acids were obtained by alkaline hydrolysis of the synthesized carboxylates.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s10593-021-03017-y", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1429545", 
        "issn": [
          "0132-6244", 
          "1573-8353"
        ], 
        "name": "Chemistry of Heterocyclic Compounds", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "10", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "57"
      }
    ], 
    "keywords": [
      "fluorescent properties", 
      "corresponding carboxylic acids", 
      "carboxylate", 
      "carboxylic acids", 
      "alkaline hydrolysis", 
      "\u03b2-naphthylamine", 
      "aniline", 
      "DMF", 
      "analogues", 
      "cyclocondensation", 
      "properties", 
      "arylamines", 
      "synthesis", 
      "ethyl", 
      "hydrolysis", 
      "acid", 
      "reflux"
    ], 
    "name": "Cyclocondensation of 5-chloro-4-formylpyrrole-3-carboxylates with arylamines. Synthesis and fluorescent properties of pyrrolo[2,3-b]quinoline-3-carboxylates and their benzo[f] analogs", 
    "pagination": "1024-1030", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1142277692"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s10593-021-03017-y"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s10593-021-03017-y", 
      "https://app.dimensions.ai/details/publication/pub.1142277692"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-09-02T16:06", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220902/entities/gbq_results/article/article_878.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s10593-021-03017-y"
  }
]
 

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/s10593-021-03017-y'

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/s10593-021-03017-y'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s10593-021-03017-y'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s10593-021-03017-y'


 

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

139 TRIPLES      21 PREDICATES      44 URIs      33 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s10593-021-03017-y schema:about anzsrc-for:03
2 anzsrc-for:0305
3 schema:author N562256ef12a247f78bbfeb531152b03b
4 schema:citation sg:pub.10.1007/978-0-387-46312-4
5 sg:pub.10.1007/s10593-019-02476-8
6 sg:pub.10.1038/nsmb908
7 schema:datePublished 2021-10-30
8 schema:datePublishedReg 2021-10-30
9 schema:description 5-Chloro-4-formylpyrrole-3-carboxylates react with anilines or β-naphthylamine when heated in DMF under reflux to form ethyl pyrrolo[2,3-b]quinoline-3-carboxylates or their benzo[f] analogs, which exhibit moderate fluorescent properties. The corresponding carboxylic acids were obtained by alkaline hydrolysis of the synthesized carboxylates.
10 schema:genre article
11 schema:isAccessibleForFree false
12 schema:isPartOf N8a12f68f5d2542d085f4e0615ed0319d
13 N94e84f90070a400695b8f4e627120181
14 sg:journal.1429545
15 schema:keywords DMF
16 acid
17 alkaline hydrolysis
18 analogues
19 aniline
20 arylamines
21 carboxylate
22 carboxylic acids
23 corresponding carboxylic acids
24 cyclocondensation
25 ethyl
26 fluorescent properties
27 hydrolysis
28 properties
29 reflux
30 synthesis
31 β-naphthylamine
32 schema:name Cyclocondensation of 5-chloro-4-formylpyrrole-3-carboxylates with arylamines. Synthesis and fluorescent properties of pyrrolo[2,3-b]quinoline-3-carboxylates and their benzo[f] analogs
33 schema:pagination 1024-1030
34 schema:productId N19458ad483f740bdb00a2ac691b25348
35 N84bb80f1a4434f65927637ee97be8beb
36 schema:sameAs https://app.dimensions.ai/details/publication/pub.1142277692
37 https://doi.org/10.1007/s10593-021-03017-y
38 schema:sdDatePublished 2022-09-02T16:06
39 schema:sdLicense https://scigraph.springernature.com/explorer/license/
40 schema:sdPublisher Na4a59c720487493f90e2ed245efa2bcb
41 schema:url https://doi.org/10.1007/s10593-021-03017-y
42 sgo:license sg:explorer/license/
43 sgo:sdDataset articles
44 rdf:type schema:ScholarlyArticle
45 N008c79bd8eb640c4a338acf31070d211 rdf:first sg:person.014463264572.58
46 rdf:rest rdf:nil
47 N1027b76230994059abc8b430fcf8e9ea rdf:first sg:person.013775611611.86
48 rdf:rest Neaf66090c24b42de9edfcf4c86ba15a9
49 N19458ad483f740bdb00a2ac691b25348 schema:name doi
50 schema:value 10.1007/s10593-021-03017-y
51 rdf:type schema:PropertyValue
52 N4a1ce23752ef465b9c56c1ea3a3aef26 schema:affiliation grid-institutes:grid.464621.3
53 schema:familyName Shandura
54 schema:givenName Nikolay P.
55 rdf:type schema:Person
56 N4e9c532caf16409a9d08f77993a5ef0d rdf:first sg:person.01247600537.28
57 rdf:rest N008c79bd8eb640c4a338acf31070d211
58 N562256ef12a247f78bbfeb531152b03b rdf:first sg:person.010635210626.79
59 rdf:rest N1027b76230994059abc8b430fcf8e9ea
60 N83c204cd79c447ab8fce5d31472c0518 rdf:first sg:person.012152267704.88
61 rdf:rest Nbac29ce20f0c4b1da3f9cd5f0954c2da
62 N84bb80f1a4434f65927637ee97be8beb schema:name dimensions_id
63 schema:value pub.1142277692
64 rdf:type schema:PropertyValue
65 N8a12f68f5d2542d085f4e0615ed0319d schema:issueNumber 10
66 rdf:type schema:PublicationIssue
67 N94e84f90070a400695b8f4e627120181 schema:volumeNumber 57
68 rdf:type schema:PublicationVolume
69 Na4a59c720487493f90e2ed245efa2bcb schema:name Springer Nature - SN SciGraph project
70 rdf:type schema:Organization
71 Na5abec8fc1d54010a8ce529c948b79b3 schema:affiliation grid-institutes:grid.464621.3
72 schema:familyName Polishchuk
73 schema:givenName Vladislav M.
74 rdf:type schema:Person
75 Nbac29ce20f0c4b1da3f9cd5f0954c2da rdf:first Na5abec8fc1d54010a8ce529c948b79b3
76 rdf:rest Nd40c0d666f9a47d19f9002548c252fa9
77 Nd40c0d666f9a47d19f9002548c252fa9 rdf:first N4a1ce23752ef465b9c56c1ea3a3aef26
78 rdf:rest N4e9c532caf16409a9d08f77993a5ef0d
79 Neaf66090c24b42de9edfcf4c86ba15a9 rdf:first sg:person.013217256664.48
80 rdf:rest N83c204cd79c447ab8fce5d31472c0518
81 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
82 schema:name Chemical Sciences
83 rdf:type schema:DefinedTerm
84 anzsrc-for:0305 schema:inDefinedTermSet anzsrc-for:
85 schema:name Organic Chemistry
86 rdf:type schema:DefinedTerm
87 sg:journal.1429545 schema:issn 0132-6244
88 1573-8353
89 schema:name Chemistry of Heterocyclic Compounds
90 schema:publisher Springer Nature
91 rdf:type schema:Periodical
92 sg:person.010635210626.79 schema:affiliation grid-institutes:grid.445372.3
93 schema:familyName Grozav
94 schema:givenName Alina N.
95 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010635210626.79
96 rdf:type schema:Person
97 sg:person.012152267704.88 schema:affiliation grid-institutes:grid.464621.3
98 schema:familyName Kemskiy
99 schema:givenName Sergiy V.
100 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012152267704.88
101 rdf:type schema:Person
102 sg:person.01247600537.28 schema:affiliation grid-institutes:grid.464621.3
103 schema:familyName Rusanov
104 schema:givenName Eduard B.
105 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28
106 rdf:type schema:Person
107 sg:person.013217256664.48 schema:affiliation grid-institutes:grid.445372.3
108 schema:familyName Chornous
109 schema:givenName Vitaliy А.
110 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013217256664.48
111 rdf:type schema:Person
112 sg:person.013775611611.86 schema:affiliation grid-institutes:grid.429142.8
113 schema:familyName Fedoriv
114 schema:givenName Mariana Z.
115 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013775611611.86
116 rdf:type schema:Person
117 sg:person.014463264572.58 schema:affiliation grid-institutes:grid.464621.3
118 schema:familyName Vovk
119 schema:givenName Mikhailo V.
120 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014463264572.58
121 rdf:type schema:Person
122 sg:pub.10.1007/978-0-387-46312-4 schema:sameAs https://app.dimensions.ai/details/publication/pub.1025074156
123 https://doi.org/10.1007/978-0-387-46312-4
124 rdf:type schema:CreativeWork
125 sg:pub.10.1007/s10593-019-02476-8 schema:sameAs https://app.dimensions.ai/details/publication/pub.1115901150
126 https://doi.org/10.1007/s10593-019-02476-8
127 rdf:type schema:CreativeWork
128 sg:pub.10.1038/nsmb908 schema:sameAs https://app.dimensions.ai/details/publication/pub.1032477432
129 https://doi.org/10.1038/nsmb908
130 rdf:type schema:CreativeWork
131 grid-institutes:grid.429142.8 schema:alternateName Ivano-Frankivsk National Medical University, 2 Galytska St, 76018, Ivano-Frankivsk, Ukraine
132 schema:name Ivano-Frankivsk National Medical University, 2 Galytska St, 76018, Ivano-Frankivsk, Ukraine
133 rdf:type schema:Organization
134 grid-institutes:grid.445372.3 schema:alternateName Bukovinian State Medical University, 2 Teatral’na Sq, 58000, Chernivtsi, Ukraine
135 schema:name Bukovinian State Medical University, 2 Teatral’na Sq, 58000, Chernivtsi, Ukraine
136 rdf:type schema:Organization
137 grid-institutes:grid.464621.3 schema:alternateName Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine
138 schema:name Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St, 02094, Kyiv, Ukraine
139 rdf:type schema:Organization
 




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


...