Transition metal-catalyzed α-alkylation of amines by C(sp3)-H bond activation

TETRAHEDRON

卷:75

Article

Gonnard, Laurine¹  Guerinot, Amandine¹  Cossy, Janine¹ 

[1] PSL Res Univ, ESPCI Paris, CNRS,UMR 8231, Inst Chem Biol & Innovat CBI,Lab Chim Organ, 10 Rue Vauquelin, F-75231 Paris 05, France

关键词: Amines;    alpha-alkylation;    C(sp(3))-H activation;    Transition metals;    Directing group;   

DOI  :  10.1016/j.tet.2018.11.034

来源: Elsevier

【 摘 要 】

alpha-Substituted amines are present in a myriad of biologically active natural and synthetic products. With the objective of developing atom-economical reactions, a panel of synthetic methods allowing the direct functionalization of C(sp(3))-H bonds adjacent to the nitrogen atom have been developed. The field remains dominated by the sequence a-lithiation/addition on an electrophile even if the use of reactive organolithium reagents is not compatible with all functional groups. Over the past ten years, an increasing interest has been devoted to metal-catalyzed C-H-activation, some studies being specially dedicated to C(sp(3))-H bond activation. Notably, this approach has been envisioned to perform direct alpha-functionalization of amines. The aim of this article is to give an overview of synthetic methods for transition metal-catalyzed alpha-allcylation of amines by C(sp(3))-H bond activation. (C) 2018 Published by Elsevier Ltd.

【 授权许可】

Free