Ni-Catalyzed C–H Cyanation of (Hetero)arenes with 2‑Cyanoisothiazolidine 1,1-Dioxide as a Cyanation Reagent

A nickel-catalyzed C–H cyanation reaction of arenes has been developed using 2-cyanoisothiazolidine 1,1-dioxide as an electrophilic cyanation reagent. Many different directing groups can be used in this cyanation to obtain a series of cyanation products with good yields. Adopting this strategy to in...

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Bibliographic Details
Published in:Organic letters 2021-04, Vol.23 (8), p.2868-2872
Main Authors: Ma, Junjie, Liu, Hao, He, Xin, Chen, Zhicheng, Liu, Yue, Hou, Chuanfu, Sun, Zhizhong, Chu, Wenyi
Format: Article
Language:English
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Summary:A nickel-catalyzed C–H cyanation reaction of arenes has been developed using 2-cyanoisothiazolidine 1,1-dioxide as an electrophilic cyanation reagent. Many different directing groups can be used in this cyanation to obtain a series of cyanation products with good yields. Adopting this strategy to introduce a cyano group, natural alkaloid menisporphine was successfully synthesized through cyano group conversion that further proved the practicality of this cyanation method.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00468