Mg-Prompted Polyfluoroarene C–H Functionalization: Formal Synthesis of Transfluthrin, Fenfluthrin, and Tefluthrin,The Journal of Organic Chemistry

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Mg-Prompted Polyfluoroarene C–H Functionalization: Formal Synthesis of Transfluthrin, Fenfluthrin, and Tefluthrin
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2015-10-21 00:00:00 , DOI: 10.1021/acs.joc.5b02022
Xuejiao Jia ₁ , Junya Wang ₁ , Xue Ding ₁ , Jun Yang ₁ , Nan Li ₁ , Na Zhao ₁ , Zhiyan Huang ₁

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Directing group and transition metal free C–H 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–H 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.

中文翻译：

镁促进的聚氟芳烃CH官能化：氟苯菊酯，芬氟菊酯和四氟菊酯的形式合成

指导一个简单分子的无基团和过渡金属的C–H键官能化是理想的但具有挑战性的化学转化。在本文中，我们报道了一种一般的Mg促进方法，该方法在环境温度下通过将多氟芳烃C-H键加成醛来合成通用的多氟芳基甲醇，该方法具有出色的单加成选择性和广泛的官能团相容性。拟除虫菊酯杀虫剂transfluthrin，tefluthrin和fenfluthrin的克级形式合成证明了这种实用而有效的方法的有用性。

更新日期：2015-10-21

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