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Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

Yanmeng Zhang, He Zhang and Ke Gao*

*College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. China, Email: gaoke0001mail.ccnu.edu.cn

Y. Zhang, H. Zhang, K. Gao, Org. Lett., 2021, 23, 8282-8286.

DOI: 10.1021/acs.orglett.1c03023 (free Supporting Information)


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Abstract

Borane-trimethylamine is an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity.

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Key Words

alkylation, reductive amination, amidation, borane-trimethylamine


ID: J54-Y2021