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镍催化通过氢转移策略实现硫酰胺、酰胺和酯与伯醇的 -烷基化反应。

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

机构信息

College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University, Jinan, 250014, P. R. China.

State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Room F312, 2199 Lishui Road, Nanshan District, Shenzhen 518055, China.

出版信息

Chem Commun (Camb). 2020 Nov 12;56(90):14083-14086. doi: 10.1039/d0cc06468h.

DOI:10.1039/d0cc06468h
PMID:33107876
Abstract

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.

摘要

一种简单的 Ni(OAc)2 和 P(t-Bu)3 催化剂首次实现了硫代乙酰胺和伯酰胺与醇的选择性 C-烷基化。硫代酰胺、酰胺和叔丁酯的单烷基化反应以优异的收率(>95%)发生。机理研究表明,反应通过氢自动转移途径进行。

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