Cobalt-Catalyzed Thioamide Directed C(arene)-H Annulation with Ynamide: Regioselective Access to 2-Amidoindenones

被引：16

作者：

Sau, Somratan ^{[1
]}

Ghosh, Arghadip ^{[1
]}

Shankar, Majji ^{[1
]}

Gogoi, Manash Protim ^{[1
]}

Sahoo, Akhila Kumar ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, India

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 51期

关键词：

C-H ACTIVATION; STEREOSELECTIVE-SYNTHESIS; BOND FUNCTIONALIZATIONS; ALKYNES; INDENONES; CYCLIZATION; ARYLATION; DESIGN;

D O I：

10.1021/acs.orglett.2c03989

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Demonstrated herein is an unprecedented thioamide-directed cobalt (Co)-catalyzed umpolung annulation of sulfoximines enabled aryl thioamide with ynamide for the synthesis of highly substituted 2-amidoindenones. The cyclization is regioselective, making ss-C-C and alpha-C-CO bonds. The transformation is even successful on a gram scale, exhibiting broad scope with labile functional group tolerance and constructing 43 unusual 2-amidoindenones of structural diversity. Control experiments and mechanistic investigation validate the regioselectivity outcome in this transformation.

引用

收藏

页码：9508 / 9513

页数：6

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