Thiocyanation of Enamines of the 3,3-Dialkyl-1,2,3,4-tetrahydroisoquinoline Series View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-12

AUTHORS

A. G. Mikhailovskii, D. A. Peretyagin

ABSTRACT

Thiocyanation of secondary enamines of the 3,3-dialkyl-1,2,3,4-tetrahydroisoquinoline series and their benzo[f]-fused analogs (esters, amides, ketones, and nitriles) with thiocyanogen generated in situ afforded thiazolo[4,3-a]isoquinoline derivatives. Analogous reaction with a tertiary enamino ketone gave product of hydrogen substitution at the β-carbon atom of the enamine fragment.

PAGES

1815-1818

References to SciGraph publications

  • 2016-10. Reaction of enamino pyrrolidide and piperidide of 2,2-dimethyl-1,2,3,4-tetrahydrobenz[f]isoquinoline series with ninhydrin in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2016-02. Synthesis and properties of 1-aroyl-5,5-dialkyl-2,3,5,6-tetrahydropyrrolo[ 2,1-a]isoquinoline-2,3-diones in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 1985-06. Synthesis and tautomerism of 1-substituted 3,3-dialkyl-3,4-dihydroisoquinolines in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 1992-03. Synthesis of 4-R-2,2-dimethyl-1,2-dihydrobenzo[f]isoquinolines and (2,2-dimethyl-1,2-dihydrobenzo[f]isoquinolylidene-4)acetic acid derivatives in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2016-09. Reaction of ninhydrin with enamino amides of the 3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline series and drotaverine in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 2014-09. Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 2008-02. Synthesis of 1-aroylmethyl-and 1-aryloxymethyl-3,4-dihydroisoquinolines and their effects on blood clotting in PHARMACEUTICAL CHEMISTRY JOURNAL
  • 1983-11. Synthesis of enamine derivatives of 3,4-dihydroisoquinoline in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2017-05. Reaction of (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-N-(2,4-dimethylphenyl)acetamides with ninhydrin in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 2015-12. Thiocarbamoylation of 1,3,3-trimethyl-3,4-dihydroisoquinolines with benzoyl isothiocyanate in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 1989-09. Synthesis of enaminoamides of the 1,2,3,4-tetrahydroisoquinoline series in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • Identifiers

    URI

    http://scigraph.springernature.com/pub.10.1134/s1070428018120138

    DOI

    http://dx.doi.org/10.1134/s1070428018120138

    DIMENSIONS

    https://app.dimensions.ai/details/publication/pub.1112546772


    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/2008/0907", 
            "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
            "name": "Environmental Engineering", 
            "type": "DefinedTerm"
          }, 
          {
            "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/09", 
            "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
            "name": "Engineering", 
            "type": "DefinedTerm"
          }
        ], 
        "author": [
          {
            "affiliation": {
              "alternateName": "Perm State Pharmaceutical Academy", 
              "id": "https://www.grid.ac/institutes/grid.445544.0", 
              "name": [
                "Perm State Pharmaceutical Academy, ul. Polevaya 2, 614990, Perm, Russia"
              ], 
              "type": "Organization"
            }, 
            "familyName": "Mikhailovskii", 
            "givenName": "A. G.", 
            "type": "Person"
          }, 
          {
            "affiliation": {
              "alternateName": "Perm State Pharmaceutical Academy", 
              "id": "https://www.grid.ac/institutes/grid.445544.0", 
              "name": [
                "Perm State Pharmaceutical Academy, ul. Polevaya 2, 614990, Perm, Russia"
              ], 
              "type": "Organization"
            }, 
            "familyName": "Peretyagin", 
            "givenName": "D. A.", 
            "type": "Person"
          }
        ], 
        "citation": [
          {
            "id": "sg:pub.10.1007/bf00515067", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1002044925", 
              "https://doi.org/10.1007/bf00515067"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00515067", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1002044925", 
              "https://doi.org/10.1007/bf00515067"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428016020111", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1005088122", 
              "https://doi.org/10.1134/s1070428016020111"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428016090153", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1005610322", 
              "https://doi.org/10.1134/s1070428016090153"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428016090153", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1005610322", 
              "https://doi.org/10.1134/s1070428016090153"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00529376", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1018771069", 
              "https://doi.org/10.1007/bf00529376"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00529376", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1018771069", 
              "https://doi.org/10.1007/bf00529376"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00515370", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1020622900", 
              "https://doi.org/10.1007/bf00515370"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00515370", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1020622900", 
              "https://doi.org/10.1007/bf00515370"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/s11094-008-0062-5", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1021828213", 
              "https://doi.org/10.1007/s11094-008-0062-5"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/s10593-016-1977-5", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1033552456", 
              "https://doi.org/10.1007/s10593-016-1977-5"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/s10593-016-1977-5", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1033552456", 
              "https://doi.org/10.1007/s10593-016-1977-5"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00487305", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1037073110", 
              "https://doi.org/10.1007/bf00487305"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1007/bf00487305", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1037073110", 
              "https://doi.org/10.1007/bf00487305"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428015120349", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1039350833", 
              "https://doi.org/10.1134/s1070428015120349"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428014090127", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1048956232", 
              "https://doi.org/10.1134/s1070428014090127"
            ], 
            "type": "CreativeWork"
          }, 
          {
            "id": "sg:pub.10.1134/s1070428017050232", 
            "sameAs": [
              "https://app.dimensions.ai/details/publication/pub.1090317325", 
              "https://doi.org/10.1134/s1070428017050232"
            ], 
            "type": "CreativeWork"
          }
        ], 
        "datePublished": "2018-12", 
        "datePublishedReg": "2018-12-01", 
        "description": "Thiocyanation of secondary enamines of the 3,3-dialkyl-1,2,3,4-tetrahydroisoquinoline series and their benzo[f]-fused analogs (esters, amides, ketones, and nitriles) with thiocyanogen generated in situ afforded thiazolo[4,3-a]isoquinoline derivatives. Analogous reaction with a tertiary enamino ketone gave product of hydrogen substitution at the \u03b2-carbon atom of the enamine fragment.", 
        "genre": "research_article", 
        "id": "sg:pub.10.1134/s1070428018120138", 
        "inLanguage": [
          "en"
        ], 
        "isAccessibleForFree": false, 
        "isPartOf": [
          {
            "id": "sg:journal.1136317", 
            "issn": [
              "1070-4280", 
              "1608-3393"
            ], 
            "name": "Russian Journal of Organic Chemistry", 
            "type": "Periodical"
          }, 
          {
            "issueNumber": "12", 
            "type": "PublicationIssue"
          }, 
          {
            "type": "PublicationVolume", 
            "volumeNumber": "54"
          }
        ], 
        "name": "Thiocyanation of Enamines of the 3,3-Dialkyl-1,2,3,4-tetrahydroisoquinoline Series", 
        "pagination": "1815-1818", 
        "productId": [
          {
            "name": "readcube_id", 
            "type": "PropertyValue", 
            "value": [
              "377ab37bea47d4f82713aec24d2027d91edd77241fcecba985e68173bda2618b"
            ]
          }, 
          {
            "name": "doi", 
            "type": "PropertyValue", 
            "value": [
              "10.1134/s1070428018120138"
            ]
          }, 
          {
            "name": "dimensions_id", 
            "type": "PropertyValue", 
            "value": [
              "pub.1112546772"
            ]
          }
        ], 
        "sameAs": [
          "https://doi.org/10.1134/s1070428018120138", 
          "https://app.dimensions.ai/details/publication/pub.1112546772"
        ], 
        "sdDataset": "articles", 
        "sdDatePublished": "2019-04-11T10:59", 
        "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/v90/0000000352_0000000352/records_60334_00000004.jsonl", 
        "type": "ScholarlyArticle", 
        "url": "https://link.springer.com/10.1134%2FS1070428018120138"
      }
    ]
     

    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/s1070428018120138'

    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/s1070428018120138'

    Turtle is a human-readable linked data format.

    curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1134/s1070428018120138'

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

    curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1134/s1070428018120138'


     

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

    110 TRIPLES      21 PREDICATES      38 URIs      19 LITERALS      7 BLANK NODES

    Subject Predicate Object
    1 sg:pub.10.1134/s1070428018120138 schema:about anzsrc-for:09
    2 anzsrc-for:0907
    3 schema:author Nd51c50abf69e44d9b1f816f9eccd74ba
    4 schema:citation sg:pub.10.1007/bf00487305
    5 sg:pub.10.1007/bf00515067
    6 sg:pub.10.1007/bf00515370
    7 sg:pub.10.1007/bf00529376
    8 sg:pub.10.1007/s10593-016-1977-5
    9 sg:pub.10.1007/s11094-008-0062-5
    10 sg:pub.10.1134/s1070428014090127
    11 sg:pub.10.1134/s1070428015120349
    12 sg:pub.10.1134/s1070428016020111
    13 sg:pub.10.1134/s1070428016090153
    14 sg:pub.10.1134/s1070428017050232
    15 schema:datePublished 2018-12
    16 schema:datePublishedReg 2018-12-01
    17 schema:description Thiocyanation of secondary enamines of the 3,3-dialkyl-1,2,3,4-tetrahydroisoquinoline series and their benzo[f]-fused analogs (esters, amides, ketones, and nitriles) with thiocyanogen generated in situ afforded thiazolo[4,3-a]isoquinoline derivatives. Analogous reaction with a tertiary enamino ketone gave product of hydrogen substitution at the β-carbon atom of the enamine fragment.
    18 schema:genre research_article
    19 schema:inLanguage en
    20 schema:isAccessibleForFree false
    21 schema:isPartOf N2f16d59a275243978524a62f796e7434
    22 N30dc57a1e6d6479e9ddbca7149aa4782
    23 sg:journal.1136317
    24 schema:name Thiocyanation of Enamines of the 3,3-Dialkyl-1,2,3,4-tetrahydroisoquinoline Series
    25 schema:pagination 1815-1818
    26 schema:productId N2764d31812f84b669b19dba578a7bfff
    27 N3c04f245e9ca4b68aedf9eb4794f434e
    28 N752a44e56b574c80b5b7244058c421a9
    29 schema:sameAs https://app.dimensions.ai/details/publication/pub.1112546772
    30 https://doi.org/10.1134/s1070428018120138
    31 schema:sdDatePublished 2019-04-11T10:59
    32 schema:sdLicense https://scigraph.springernature.com/explorer/license/
    33 schema:sdPublisher N43e6808bce6b4c1aa5259d4647c2e19d
    34 schema:url https://link.springer.com/10.1134%2FS1070428018120138
    35 sgo:license sg:explorer/license/
    36 sgo:sdDataset articles
    37 rdf:type schema:ScholarlyArticle
    38 N0391c6dc203c4f938da41a88996163fc schema:affiliation https://www.grid.ac/institutes/grid.445544.0
    39 schema:familyName Peretyagin
    40 schema:givenName D. A.
    41 rdf:type schema:Person
    42 N2764d31812f84b669b19dba578a7bfff schema:name doi
    43 schema:value 10.1134/s1070428018120138
    44 rdf:type schema:PropertyValue
    45 N2f16d59a275243978524a62f796e7434 schema:volumeNumber 54
    46 rdf:type schema:PublicationVolume
    47 N30dc57a1e6d6479e9ddbca7149aa4782 schema:issueNumber 12
    48 rdf:type schema:PublicationIssue
    49 N3c04f245e9ca4b68aedf9eb4794f434e schema:name dimensions_id
    50 schema:value pub.1112546772
    51 rdf:type schema:PropertyValue
    52 N43e6808bce6b4c1aa5259d4647c2e19d schema:name Springer Nature - SN SciGraph project
    53 rdf:type schema:Organization
    54 N5bbaa5513cec4bc4bb8b9bf7801621ec schema:affiliation https://www.grid.ac/institutes/grid.445544.0
    55 schema:familyName Mikhailovskii
    56 schema:givenName A. G.
    57 rdf:type schema:Person
    58 N752a44e56b574c80b5b7244058c421a9 schema:name readcube_id
    59 schema:value 377ab37bea47d4f82713aec24d2027d91edd77241fcecba985e68173bda2618b
    60 rdf:type schema:PropertyValue
    61 Nd51c50abf69e44d9b1f816f9eccd74ba rdf:first N5bbaa5513cec4bc4bb8b9bf7801621ec
    62 rdf:rest Nf20287970bcc4a13899f3a72becf7c4b
    63 Nf20287970bcc4a13899f3a72becf7c4b rdf:first N0391c6dc203c4f938da41a88996163fc
    64 rdf:rest rdf:nil
    65 anzsrc-for:09 schema:inDefinedTermSet anzsrc-for:
    66 schema:name Engineering
    67 rdf:type schema:DefinedTerm
    68 anzsrc-for:0907 schema:inDefinedTermSet anzsrc-for:
    69 schema:name Environmental Engineering
    70 rdf:type schema:DefinedTerm
    71 sg:journal.1136317 schema:issn 1070-4280
    72 1608-3393
    73 schema:name Russian Journal of Organic Chemistry
    74 rdf:type schema:Periodical
    75 sg:pub.10.1007/bf00487305 schema:sameAs https://app.dimensions.ai/details/publication/pub.1037073110
    76 https://doi.org/10.1007/bf00487305
    77 rdf:type schema:CreativeWork
    78 sg:pub.10.1007/bf00515067 schema:sameAs https://app.dimensions.ai/details/publication/pub.1002044925
    79 https://doi.org/10.1007/bf00515067
    80 rdf:type schema:CreativeWork
    81 sg:pub.10.1007/bf00515370 schema:sameAs https://app.dimensions.ai/details/publication/pub.1020622900
    82 https://doi.org/10.1007/bf00515370
    83 rdf:type schema:CreativeWork
    84 sg:pub.10.1007/bf00529376 schema:sameAs https://app.dimensions.ai/details/publication/pub.1018771069
    85 https://doi.org/10.1007/bf00529376
    86 rdf:type schema:CreativeWork
    87 sg:pub.10.1007/s10593-016-1977-5 schema:sameAs https://app.dimensions.ai/details/publication/pub.1033552456
    88 https://doi.org/10.1007/s10593-016-1977-5
    89 rdf:type schema:CreativeWork
    90 sg:pub.10.1007/s11094-008-0062-5 schema:sameAs https://app.dimensions.ai/details/publication/pub.1021828213
    91 https://doi.org/10.1007/s11094-008-0062-5
    92 rdf:type schema:CreativeWork
    93 sg:pub.10.1134/s1070428014090127 schema:sameAs https://app.dimensions.ai/details/publication/pub.1048956232
    94 https://doi.org/10.1134/s1070428014090127
    95 rdf:type schema:CreativeWork
    96 sg:pub.10.1134/s1070428015120349 schema:sameAs https://app.dimensions.ai/details/publication/pub.1039350833
    97 https://doi.org/10.1134/s1070428015120349
    98 rdf:type schema:CreativeWork
    99 sg:pub.10.1134/s1070428016020111 schema:sameAs https://app.dimensions.ai/details/publication/pub.1005088122
    100 https://doi.org/10.1134/s1070428016020111
    101 rdf:type schema:CreativeWork
    102 sg:pub.10.1134/s1070428016090153 schema:sameAs https://app.dimensions.ai/details/publication/pub.1005610322
    103 https://doi.org/10.1134/s1070428016090153
    104 rdf:type schema:CreativeWork
    105 sg:pub.10.1134/s1070428017050232 schema:sameAs https://app.dimensions.ai/details/publication/pub.1090317325
    106 https://doi.org/10.1134/s1070428017050232
    107 rdf:type schema:CreativeWork
    108 https://www.grid.ac/institutes/grid.445544.0 schema:alternateName Perm State Pharmaceutical Academy
    109 schema:name Perm State Pharmaceutical Academy, ul. Polevaya 2, 614990, Perm, Russia
    110 rdf:type schema:Organization
     




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


    ...