Nickel-catalyzed C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy

被引：17

作者：

Yang, Peng ^{[1
]}

Wang, Xiuhua ^{[1
]}

Ma, Yu ^{[1
]}

Sun, Yaxin ^{[1
]}

Zhang, Li ^{[1
]}

Yue, Jieyu ^{[1
]}

Fu, Kaiyue ^{[1
]}

Zhou, Jianrong Steve ^{[2
]}

Tang, Bo ^{[1
]}

机构：

[1] Shandong Normal Univ, Shandong Prov Key Lab Clean Prod Fine Chem, Key Lab Mol & Nano Probes,Minist Educ, Coll Chem Chem Engn & Mat Sci,Collaborat Innovat, Jinan 250014, Peoples R China

[2] Peking Univ, Sch Chem Biol & Biotechnol, State Key Lab Chem Oncogen, Key Lab Chem Genom,Shenzhen Grad Sch, Room F312,2199 Lishui Rd, Shenzhen 518055, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 90期

基金：

中国国家自然科学基金;

关键词：

ALPHA-ALKYLATION; UNACTIVATED AMIDES; N-ALKYLATION; BETA-SHEET; KETONES; SUBSTITUTION; ARYLAMINES; ACETAMIDES;

D O I：

10.1039/d0cc06468h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple catalyst of Ni(OAc)(2) and P(t-Bu)(3) enables selective C-alkylation of thioacetamides and primary acetamides with alcohols for the first time. Monoalkylation of thioamides, amides and t-butyl esters occurs in excellent yields (>95%). Mechanistic studies reveal that the reaction proceeds via a hydrogen autotransfer pathway.

引用

页码：14083 / 14086

页数：4

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