Highly selective C-H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

被引:38
作者
Yang, Qiaolan [1 ,2 ,3 ]
Wu, Chenglin [2 ,3 ]
Zhou, Jianhui [2 ,3 ]
He, Guoxue [2 ,3 ]
Liu, Hong [2 ,3 ]
Zhou, Yu [2 ,3 ]
机构
[1] Univ Sci & Technol China, Nano Sci & Technol Inst, 166 Ren Ai Rd, Suzhou 215123, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
ARYL-PHOSPHO-INDOLE; DIAZO-COMPOUNDS; RH(III)-CATALYZED SYNTHESIS; PROPARGYL ALCOHOLS; PHOSPHORYLATION; CYCLIZATION; ANNULATION; ACID; ISOQUINOLINE; DERIVATIVES;
D O I
10.1039/c8qo01148f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient synthetic strategy to construct 3-phosphorylindole and 4-phosphorylisoquinoline privileged scaffolds via selective C-H bond activations of N-phenylbenzimidamide and the subsequent divergent couplings with diazophosphonate compounds was achieved successfully by altering the Rh(III)/Ru(II) catalyst systems. This protocol features excellent chemoselectivity, wide substrate tolerance and mild reaction conditions, which might find wider application in the discovery of lead compounds in the future.
引用
收藏
页码:393 / 398
页数:6
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