Nickel-Catalyzed C-S Reductive Cross-Coupling of Alkyl Halides with Arylthiosilanes toward Alkyl Aryl Thioethers

被引：16
|
作者：
Yang, Yu-Zhong [1 ,2 ]
Li, Yang [1 ,2 ]
Lv, Gui-Fen [1 ]
He, De-Liang [2 ]
Li, Jin-Heng [2 ,3 ,4 ,5 ]
机构：
[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Control, Nanchang 330063, Peoples R China
[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Peoples R China
[3] Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Kunming 650091, Yunnan, Peoples R China
[4] Yunnan Univ, Yunnan Prov Ctr Res & Dev Nat Prod, Kunming 650091, Yunnan, Peoples R China
[5] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 28期
基金：
中国国家自然科学基金;
关键词：
BOND FORMATION; THIOLS; ARYLATION; DISULFIDES; CHLORIDES; EFFICIENT; SULFIDES; FACILE; DESIGN; SYSTEM;
D O I：
10.1021/acs.orglett.2c01954
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A nickel-catalyzed C-S reductive cross-coupling of alkyl halides with arylthiosilanes for producing alkyl aryl thioethers is developed. This reaction is initiated by umpolung transformations of arylthiosilanes followed by C-S reductive cross coupling with alkyl halides to manage an electrophilic alkyl group onto the electrophilic sulfur atom and then construct a C(sp(3))-S bond, and features exquisite chemoselectivity, excellent tolerance of diverse functional groups, and wide applications for late-stage modification of biologically relevant molecules.
引用
收藏
页码：5115 / 5119
页数：5
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