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Updated: Jun 18, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
BF3·OEt2-mediated transamidation of unprotected primary amides under solvent-free conditions
Qing-Wen Gui1, Shengneng Ying1, Xin Liu1
1College of Chemistry and Materials Science, Hunan Agricultural University, Changsha, Hunan 410128, People's Republic of China. wangxia@hunau.edu.cn.
Abstract:
A BF3·OEt2-mediated transamidation between unactivated amides and amines is reported, enabling access to diverse secondary and tertiary amides under transition-metal-free and solvent-free conditions. The operationally simple procedure provides a novel manifold for converting amide-amide bonds with excellent chemoselectivity. In particular, a series of amides including challenging thioamides enable direct transamidation to products with modest to excellent yields. Meanwhile, additional experiments were conducted to elucidate the mechanism of this transformation, and a plausible mechanism was proposed based on the results and related literature.
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