Cyanation and Hydrolysis Cascade of Aryl Bromides with Cuprous Cyanide to Access Primary Amides

A convenient and efficient approach for the cyanation and hydrolysis of aryl bromides to afford primary amides was developed, in which cuprous cyanide is used as a cyanide source and a catalyst. It has the advantages of excellent functional-group compatibility, medium to high yields, a one-pot proce...

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Bibliographic Details
Published in:Synlett 2023-10, Vol.34 (17), p.1991-1996
Main Authors: Xia, Chunnian, Chen, Xiaolin, Dai, Jiawei, Gao, Feng, Wang, Ning, Wang, Junfeng, Xiao, Xiao, Dai, Fengli, Li, Yifang, Hong, Bo
Format: Article
Language:English
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Summary:A convenient and efficient approach for the cyanation and hydrolysis of aryl bromides to afford primary amides was developed, in which cuprous cyanide is used as a cyanide source and a catalyst. It has the advantages of excellent functional-group compatibility, medium to high yields, a one-pot procedure, and a non-noble-metal catalyst. The reaction could be performed on a gram scale to give N-allyl-N-methyl-5-nitroisophthalamide in a 73% yield.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0042-1752717