Tetrahedron

A facile protocol for the synthesis of mono-N-methyl anilines via formimidate intermediates

N Sun, S Wang, W Mo, B Hu, Z Shen, X Hu

Index: Sun, Nan; Wang, Shuai; Mo, Weimin; Hu, Baoxiang; Shen, Zhenlu; Hu, Xinquan Tetrahedron, 2010 , vol. 66, # 35 p. 7142 - 7148

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Citation Number: 7

Abstract

A general procedure for the preparation of mono-N-methyl anilines has been developed with excellent yields. This protocol relies on a NaBH3 (OAc) reduction of formimidate intermediates that are quantitatively generated by treatment of primary substituted anilines with triethyl orthoformate under the catalysis of MCM-41-SO3H mesoporous zeolite. The newly developed procedure was facile, efficient, and environmentally benign.