Organic Letters p. 8308 - 8311 (2019)
Update date:2022-08-03
Topics:
He, Dandan
Huang, Liangbin
Li, Jianxiao
Wu, Wanqing
Jiang, Huanfeng
A palladium-catalyzed coupling procedure of alkenes with alkynylnitriles has been demonstrated for the synthesis of dichlorides. The reaction is the first example of nitrile-assisted C(sp3)-Cl formation promoted by coordination of a cyano group with an alkylpalladium(II) complex. The construction of a five-membered cycle intermediate successfully inhibits the β-hydride abstraction, resulting in direct C-Cl bond reductive elimination of alkylpalladium(II) chloride.
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