Ir(III)-Catalyzed [4+2] cyclization of azobenzene and diazotized Meldrum's acid for the synthesis of cinnolin-3(2H)-one

被引：16

作者：

Borah, Gongutri ^{[1
,2
]}

Patel, Pitambar ^{[1
,2
]}

机构：

[1] CSIR North East Inst Sci & Technol, Chem Sci & Technol Div, Jorhat 785006, Assam, India

[2] CSIR North East Inst Sci & Technol, Acad Sci & Innovat Res AcSIR, Jorhat 785006, Assam, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 09期

关键词：

C-H FUNCTIONALIZATION; RHODIUM(III)-CATALYZED SYNTHESIS; CARBENOID FUNCTIONALIZATION; BOND FUNCTIONALIZATION; CINNOLINIUM SALTS; ANNULATION; ACCESS; IRIDIUM; RHODIUM; ISOQUINOLINES;

D O I：

10.1039/c8ob03214a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first report on Ir(III)-catalyzed C-H alkylation/cyclization of azobenzene with diazotized Meldrum's acid is described for the synthesis of cinnolin-3(2H)-one derivatives under mild conditions. Controlled experiments led to the isolation of intermediate ortho-alkylated product of azobenzene, which was converted to both cinnolin-3(2H)-one-4-carboxylic acid and its ester derivative. Additionally, the iridacyclic complex of azobenzene was isolated and found to be an active intermediate in the catalytic cycle.

引用

页码：2554 / 2563

页数：10

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