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Cobalt-Catalyzed α-Methoxymethylation and Aminomethylation of Ketones with Methanol as a C1 Source

Jingya Yang, Shuwen Chen, Hongyan Zhou, Chengqi Wu, Ben Ma, Jianliang Xiao*

*College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China; Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD, United Kingdom, Email: yangjynwnu.edu.cn, jxiaoliv.ac.uk

J. Yang, S. Chen, H. Zhou, C. Wu, B. Ma, J. Xiao, Org. Lett., 2018, 20, 6774-6779.

DOI: 10.1021/acs.orglett.8b02892 (free Supporting Information)


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Abstract

A cobalt-catalyzed α-methoxymethylation of ketones with methanol as a sustainable C1 source, cheap CoCl26H2O as catalyst and TBHP as oxidant provides the methoxymethylated products within a short reaction time in very good yield. α-Aminomethylated ketones can be produced by a one-pot methylenation/aza-Michael addition sequence or by a base-mediated conversion of the α-methoxymethyl ketones.

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Key Words

Alkylation, Ethers, TBHP


ID: J54-Y2018