N-methylation of NH-containing heterocycles with dimethyl carbonate catalyzed by TMEDA

SY Zhao, HQ Zhang, DQ Zhang…

Index: Zhao, Sheng-Yin; Zhang, Hai-Quan; Zhang, Deng-Qing; Shao, Zhi-Yu Synthetic Communications, 2012 , vol. 42, # 1 p. 128 - 135

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Citation Number: 10

Abstract

A practical method for N-methylation of NH-containing heterocycles using an environmentally safe and less toxic methylating reagent, dimethyl carbonate, has been developed. N,N,N′,N ′-tetramethylethylenediamine (TMEDA), an extremely active organocatalyst for the methylation of imides, indoles, benzimidazoles, and piperazines in conjunction with dimethyl carbonate, can lead to N-methylation products with high conversion. The reaction sequence consists ...