Mg-Prompted Polyfluoroarene C鈥揌 Functionalization: Formal Synthesis of Transfluthrin, Fenfluthrin, and Tefluthrin

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• 作者：Xuejiao Jia ; Junya Wang ; Xue Ding ; Jun Yang ; Nan Li ; Na Zhao ; Zhiyan Huang
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：November 6, 2015
• 年：2015
• 卷：80
• 期：21
• 页码：10874-10882
• 全文大小：459K
• ISSN：1520-6904

文摘

Directing group and transition metal free C鈥揌 bond functionalization of a simple molecule is an ideal but challenging chemical transformation. Herein, we report a general Mg-prompted approach to synthesize versatile polyfluoroaryl carbinols at ambient temperature via polyfluoroarene C鈥揌 bond addition to aldehydes, which featured excellent monoaddition selectivity and broad functional group compatibility. The usefulness of this practical and efficient method was demonstrated in gram-scale formal synthesis of pyrethroid insecticides transfluthrin, tefluthrin, and fenfluthrin.