Issue 34, 2021
From the journal:

New Journal of Chemistry

Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides†

Chen Li,a   Liang Bai,a   Min-Tong Ge,a   Ai-Bao Xia, ORCID logo *a   Ying Wang,a   Yuan-Rui Qiua  and  Dan-Qian Xu ORCID logo *a  

* Corresponding authors

a Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, China
E-mail: xiaaibao@zjut.edu.cn, chrc@zjut.edu.cn

Abstract

We achieved chemoselective synthesis of α-alkylated arylacetonitriles and acetamides by combining Ir complex-catalysed direct coupling of alcohols and nitriles by a simple adjustment of the base. Methanol and ethanol performed well as the alkylating reagents. This method of acetonitrile alkylation provided a novel approach for carbon chain extension.

Graphical abstract: Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides

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Article information

DOI
https://doi.org/10.1039/D1NJ02243A
Article type
Communication
Submitted
07 May 2021
Accepted
24 Jul 2021
First published
31 Jul 2021

New J. Chem., 2021,45, 15200-15204

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Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides

C. Li, L. Bai, M. Ge, A. Xia, Y. Wang, Y. Qiu and D. Xu, New J. Chem., 2021, 45, 15200 DOI: 10.1039/D1NJ02243A

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