Ni-Catalyzed Reductive Liebeskind-Srogl Alkylation of Heterocycles

被引：41
|
作者：
Ma, Yuanhong [1 ]
Cammarata, Jose [1 ]
Cornella, Josep [1 ]
机构：
[1] Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45470 Mulheim, Germany
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 05期
关键词：
COUPLING REACTIONS; ARYL BROMIDES; ALKYLZINC REAGENTS; GENERAL-SYNTHESIS; BOND ACTIVATION; HALIDES; SECONDARY; ELECTROPHILES; REACTIVITY; GRIGNARD;
D O I：
10.1021/jacs.8b13534
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein we present a Ni-catalyzed alkylation of C-SMe with alkyl bromides for the decoration of heterocyclic frameworks. The protocol, reminiscent to the Liebeskind-Srogl coupling, makes use of simple C(sp(2))-SMe to be engaged in a reductive coupling. The reaction is suitable for a preponderance of highly valuable heterocyclic motifs. In addition to cyclic bromides, noncyclic alkyl bromides are well accommodated with exquisite levels of retention over isomerization. The protocol is scalable and permits orthogonal couplings in the presence of other functionalization handles.
引用
收藏
页码：1918 / 1922
页数：5
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