Ligand-Promoted Remote γ-C(sp3)-H Chlorination and Bromination of Alcohols

被引:0
|
作者
Tu, Yang-Yang [1 ]
Luo, Jun [1 ]
Jiang, Chao [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem & Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H FUNCTIONALIZATION; C(SP(3))-H BONDS; PD(II)-CATALYZED BROMINATION; DIRECTING-GROUP; HALOGENATION; AMINATION; AMINE; ACIDS;
D O I
10.1021/acs.joc.4c03031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a Pd(II)-catalyzed protocol f-C(sp3)-H chlorination and bromination of aliphatic alcohols using NCS and NBS as the halogenating reagents. The addition of 2-pyridone ligand and base was crucial to the success of the reaction. The method showed excellent functional group tolerance. The gram-scale reaction and the facile removal of the directing group demonstrated its potential application in the synthesis of gamma-chloro or bromo alcohols containing quaternary carbon.
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页数:10
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