Precision Propargylic Substitution Reaction: Pd-Catalyzed Suzuki-Miyaura Coupling of Nonactivated Propargylamines with Boronic Acids

被引：2

作者：

Sun, Yan ^{[1
]}

Zhao, Tao ^{[1
]}

Wang, Haixiang ^{[1
]}

Pan, Ya ^{[1
]}

Huang, Liliang ^{[1
]}

Feng, Huangdi ^{[1
]}

机构：

[1] Shanghai Univ Engn Sci, Coll Chem & Chem Engn, Shanghai 201620, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 18期

基金：

中国国家自然科学基金;

关键词：

AMMONIUM-SALTS; C-C; EFFICIENT SYNTHESIS; DIAZONIUM SALTS; CROSS-COUPLINGS; PALLADIUM; BONDS; TOSYLHYDRAZONES; ELECTROPHILES; REAGENTS;

D O I：

10.1021/acs.joc.4c01519

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed Suzuki-Miyaura cross-coupling is an efficient approach for C-C bond construction. Here we report a deaminative Suzuki-Miyaura reaction to achieve chemo- and regioselectivity in the cross-coupling of nonactivated propargylamines with boronic acids, in which methyl propiolate is introduced to promote the cleavage of the C-N bond to form the C-C bond. This method features a wide range of substrates, good functional group tolerance, and ease of operation, providing an alternative approach to accessing valuable propargylated aromatic compounds.

引用

页码：13774 / 13781

页数：8

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