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Nickel-Catalyzed C-Alkylation of Thioamide, Amides and Esters by Primary Alcohols through Hydrogen Autotransfer Strategy

Abstract

A simple catalyst of Ni(OAc)2 and P(t-Bu)3 enables selective C-alkylation of thioacetamides and primary acetamide 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.

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Article information


Submitted
26 Sep 2020
Accepted
14 Oct 2020
First published
15 Oct 2020

Chem. Commun., 2020, Accepted Manuscript
Article type
Communication

Nickel-Catalyzed C-Alkylation of Thioamide, Amides and Esters by Primary Alcohols through Hydrogen Autotransfer Strategy

B. Tang, P. Yang, X. Wang, Y. Ma, Y. Sun, L. Zhang, J. Yue, K. Fu and J. Zhou, Chem. Commun., 2020, Accepted Manuscript , DOI: 10.1039/D0CC06468H

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