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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 13
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SYNTHETIC COMMUNICATIONS REVIEWS

Ni-Catalyzed desilylative annulation of benzamides and acrylamides with alkynylsilanes: Access to 3-Methyleneisoindolin-1-one and 5-Methylene-1H-pyrrol-2(5H)-one derivatives

Wenjing WangJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaView further author information
,
Qifan GuanJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaView further author information
,
Cong LinJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaCorrespondence[email protected]
ORCID Iconhttp://orcid.org/0000-0002-4404-5249View further author information
ORCID Icon,
Fei GaoJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaView further author information
,
Xiuhong LiuJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaView further author information
&
Liang ShenJiangxi Engineering Laboratory of Waterborne Coatings, College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang, ChinaView further author information
Pages 1946-1959 | Received 27 Jan 2020, Published online: 18 May 2020
 
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Abstract

The nickel-catalyzed desilylative annulation of C(sp2)–H bonds of benzamides and acrylamides with alkynylsilanes assisted by 8-aminoquinolyl directing group has been 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.

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Additional information

Funding

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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