DMF as Carbon Source: Rh-Catalyzed α-Methylation of Ketones

Yang Li†, Dong Xue*†, Wei Lu†, Chao Wang†, Zhao-Tie Liu†, and Jianliang Xiao*†‡

^† Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, China

^‡ Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool L69 7ZD, United Kingdom

Org. Lett., 2014, 16 (1), pp 66–69

DOI: 10.1021/ol403040g

Publication Date (Web): December 2, 2013

Copyright © 2013 American Chemical Society

*E-mail: xuedong_welcome@snnu.edu.cn., *E-mail: j.xiao@liverpool.ac.uk.

Abstract

Abstract Image

An unprecedented Rh-catalyzed direct methylation of ketones with N,N-dimethylformamide (DMF) is disclosed. The reaction shows a broad substrate scope, tolerating both aryl and alkyl ketones with various substituents. Mechanistic studies suggest that DMF delivers a methylene fragment followed by a hydride in the methylation process.

Supporting Information

Experimental details and spectroscopic data for new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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DMF as Carbon Source: Rh-Catalyzed α-Methylation of Ketones

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