Co(II)-Catalyzed Desilylative Annulation of Benzamides and Acrylamides with Alkynylsilanes: Access to 3-Methyleneisoindolin-1-one and 5-Methylene-1H-pyrrol-2(5H)-one Derivatives

Jingyu Wang; Qiuxun Teng; Cong Lin; Fei Gao; Xiuhong Liu; Liang Shen

doi:10.1055/s-0039-1690848

Synthesis, Inhaltsverzeichnis

Synthesis 2020; 52(13): 1969-1980
DOI: 10.1055/s-0039-1690848

paper

Co(II)-Catalyzed Desilylative Annulation of Benzamides and Acrylamides with Alkynylsilanes: Access to 3-Methyleneisoindolin-1-one and 5-Methylene-1H-pyrrol-2(5H)-one Derivatives

Jingyu Wang §

,

Qiuxun Teng §

,

Cong Lin ∗

,

Fei Gao

,

Xiuhong Liu

,

Liang Shen∗

Jiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, P. R. of China eMail: conglin0127@jxstnu.com.cn

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Abstract

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^§ These authors contributed equally.

Abstract

The cobalt-catalyzed desilylative annulation of C(sp²)–H bonds of benzamides and acrylamides with alkynylsilanes assisted by an 8-aminoquinolyl directing group is reported. A variety of benzamides and acrylamides were compatible in this protocol to construct various 3-methyleneisoindolin-1-one and 5-methylene-1H-pyrrol-2(5H)-one derivatives with Z-configuration selectivity in moderate to high yields.

Key words

cobalt catalysis - desilylative annulation - benzamides and acrylamides - alkynylsilanes - 3-methyleneisoindolin-1-one - 5-methylene-1H-pyrrol-2(5H)-one

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