2-Alkynyl Indole-3-carbonitriles: Synthon for the Regioselective Synthesis of Functionalized 4-Aminocarbazoles

被引：0

作者：

Panda, Debanik ^{[1
]}

Meena, Shivam A. ^{[1
]}

Sharma, Manvi ^{[1
]}

Thakur, Deepika ^{[1
]}

Verma, Akhilesh K. ^{[1
,2
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

[2] Univ Delhi, Inst Eminence IoE, Delhi 110007, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 90卷 / 13期

关键词：

C-H FUNCTIONALIZATION; AZA-HENRY; CARBAZOLES; NITRILES; DERIVATIVES; CYCLIZATION; ALKYNES;

D O I：

10.1021/acs.joc.4c03163

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An operationally easy and atom-economical approach for the regioselective tandem synthesis of functionalized 4-aminocarbazoles from easily accessible 2-alkynyl indole-3-carbonitriles under mild reaction conditions has been developed. The developed chemistry involves aza-Henry and successive regioselective annulation to afford the functionalized carbazoles. Replacement of nitromethane with acetophenone led to the formation of the corresponding amino(phenyl)methanone-substituted carbazoles, further extending the diversity of the developed chemistry. The developed methodology accommodates wide functional group variation on the alkyne and is successfully applied for late-stage modification of bioactive molecules.

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收藏

页码：4606 / 4619

页数：14

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