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
收藏
页码：2554 / 2563
页数：10
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