Lewis Acid/Bronsted Acid Controlled Pd(II)-Catalyzed Chemodivergent Functionalization of C(sp2)-H Bonds with N-(Arylthio)i(a)mides

被引:41
作者
Chaitanya, Manthena [1 ]
Anbarasan, Pazhamalai [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
C-H AMINATION; CATALYZED AMIDATION; ROOM-TEMPERATURE; ARYL SULFIDES; ACTIVATION; ARENES; TRIMETHOXYBENZENE; CHLOROAMINES; CARBAZOLES; DISULFIDES;
D O I
10.1021/acs.orglett.8b01281
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and chemodivergent palladium-catalyzed thiolation (C-S) and imidation (C-N) of directing group assisted C-H bonds have been accomplished employing N-(arylthio)imides in combination with either Bronsted acid or Lewis acid, respectively. Notable features of the developed methodologies include excellent diversity, high functional group tolerance, wide substrate scope, and use of a single N-S reagent. Importantly, the developed hypothesis was also successfully extended to the amidation of C-H bonds. A plausible mechanistic pathway was proposed based on the preliminary mechanistic study.
引用
收藏
页码:3362 / 3366
页数:5
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