Pd-catalyzed α-arylation of thioamides

被引：15

作者：

Yu, Hailei ^{[1
]}

Liu, Xuliang ^{[1
]}

Ding, Lei ^{[1
]}

Yang, Qin ^{[1
]}

Rong, Bin ^{[1
]}

Gao, Ang ^{[1
]}

Zhao, Baoguo ^{[1
]}

Yang, Haifeng ^{[1
]}

机构：

[1] Shanghai Normal Univ, Shanghai Key Lab Rare Earth Funct Mat, Minist Educ, Key Lab Resource Chem, Shanghai 200234, Peoples R China

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 24期

基金：

中国国家自然科学基金; 上海市自然科学基金;

关键词：

alpha-Arylation; Palladium; Thioamide; Coupling; Catalysis; KINETIC RESOLUTION; BUILDING-BLOCKS; TRANSFORMATION; CHROMOPHORES; INHIBITORS; OXIDATION; OXINDOLES; SEARCH; SULFUR; AMIDES;

D O I：

10.1016/j.tetlet.2013.03.114

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thioamides are unique and versatile synthetic building blocks with S, N, and alpha-C three adjacent nucleophile centers, however, they are rarely used as carbon nucleophiles for transition-metal-catalyzed C-C coupling reactions. This Letter describes the first Pd-catalyzed alpha-arylation of thioamides and demonstrated the feasibility of the application of thioamides in coupling chemistry. By the coupling process, a variety of alpha-arylated thioamides were prepared in moderate to good yields under mild reaction conditions, which provides an alternative way to access functionalized thioamides as well as a new synthetic transformation for thioamides. High chemoselectivity for thioamide over amide was observed in the reaction. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3060 / 3062

页数：3

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