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Catalytic sp³C–CN Bond Cleavage: Ni-Mediated Phosphorylation of Alkylnitriles

Author:
Zhang, Ji-Shu, Chen, Tieqiao, Zhou, Yongbo, Yin, Shuang-Feng, Han, Li-Biao
Source:
Organic letters 2018 v.20 no.21 pp. 6746-6749
ISSN:
1523-7052
Subject:
antineoplastic agents, catalysts, chemical structure, cleavage (chemistry), nickel, nitriles, oxides, phosphine, phosphorylation
Abstract:
A direct phosphorylation of the sp³C–CN bond catalyzed by a nickel catalyst is disclosed. A wide range of primary nitriles readily coupled with secondary phosphine oxides to produce the corresponding phosphorylated products in high yields. As a key step, this new method was applied to the synthesis of anticancer drug Combretastatin-A4, significantly shortening its synthetic path.
Agid:
6194655