Synthesis of two nitrogen-containing polyaromatic compounds through gold catalysis/DBU-promoted cyclizations

This work reports an efficient synthesis of novel benzo[7,8]indolizino[2,3,4,5- ija ]quinazoline derivatives between 2-(2-ethynylaryl)acetonitriles 1 and anthranils 2. The synthetic approach involves the initial formation of 7-formylindole intermediates that can be implemented by DBU to activate a n...

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Published inChemical communications (Cambridge, England) Vol. 6; no. 32; pp. 4294 - 4297
Main Authors Sadaphal, Vikas Ashokrao, Wu, Tien-Lin, Liu, Rai-Shung
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 16.04.2024
Royal Society of Chemistry
Subjects
Aldehydes
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
Synthesis
ANTHRANILS
HETEROCYCLES
NITRILES
C-H ANNULATION
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Summary:This work reports an efficient synthesis of novel benzo[7,8]indolizino[2,3,4,5- ija ]quinazoline derivatives between 2-(2-ethynylaryl)acetonitriles 1 and anthranils 2. The synthetic approach involves the initial formation of 7-formylindole intermediates that can be implemented by DBU to activate a novel indole-nitrile-aldehyde cyclization. This work reports novel gold catalysis and DBU-promoted cyclizations between 2-(2-ethynylaryl)acetonitriles and anthranils to construct benzo[7,8]indolizino[2,3,4,5- ija ]quinazoline frameworks.
Bibliography:Electronic supplementary information (ESI) available. CCDC
2288008
2301731
,
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For ESI and crystallographic data in CIF or other electronic format see DOI
and
2290023
2292226
https://doi.org/10.1039/d4cc00113c
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SourceType-Scholarly Journals-1
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc00113c