Synthesis of oxindole from acetanilide via Ir(III)-catalyzed C-H carbenoid functionalization

被引:54
|
作者
Patel, Pitambar [1 ]
Borah, Gongutri [1 ]
机构
[1] CSIR North East Inst Sci & Technol, Chem Sci & Technol Div, Jorhat 785006, Assam, India
关键词
METAL-FREE SYNTHESIS; INTRAMOLECULAR ALPHA-ARYLATION; DIAZO-COMPOUNDS; BOND FUNCTIONALIZATION; FACILE SYNTHESIS; N-OXIDES; RH(III)-CATALYZED SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; DIAZOCARBONYL COMPOUNDS; ASYMMETRIC-SYNTHESIS;
D O I
10.1039/c6cc08788d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we disclose the first report on the synthesis of oxindole derivatives from acetanilide via Ir(III)-catalyzed intermolecular C-H functionalization with diazotized Meldrum's acid. A broad range of substituted anilides were found to react smoothly under the Ir(III)-catalytic system to afford the corresponding N-protected oxindoles. The N-protecting groups, such as Ac, Bz or Piv, can be easily removed to furnish the oxindole. Various synthetic applications of the synthesized oxindole were also demonstrated.
引用
收藏
页码:443 / 446
页数:4
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