Synthesis 2020; 52(13): 1969-1980
DOI: 10.1055/s-0039-1690848
paper
© Georg Thieme Verlag Stuttgart · New York

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
› Institutsangaben
Funding from Natural Science Foundation of China (No. 51963010 and 21704036) and Science Funds of the Education Office of Jiangxi Province (No. GJJ180601) is acknowledged.
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Publikationsverlauf

Received: 02. Dezember 2019

Accepted after revision: 13. Februar 2020

Publikationsdatum:
03. März 2020 (online)


§ 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.

Supporting Information