Oxidative Cleavage and Fluoromethylthiolation of C═C Bonds: A General Route toward Mono-, Di-, and Trifluoromethylthioesters from Alkenes.

Oxidative Cleavage and Fluoromethylthiolation of C═C Bonds: A General Route toward Mono-, Di-, and Trifluoromethylthioesters from Alkenes.
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DOI:
10.1021/acs.orglett.3c02101
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发表时间:
2023-08
期刊:
影响因子:
5.2
通讯作者:
Li-Gang Kou;Shi‐Huan Guo;Ya-Ru Gao;T. Yue;Yong-Qiang Wang
Li-Gang Kou;Shi‐Huan Guo;Ya-Ru Gao;T. Yue;Yong-Qiang Wang
中科院分区:
化学1区
文献类型:
--
作者:
Li-Gang Kou;Shi‐Huan Guo;Ya-Ru Gao;T. Yue;Yong-Qiang Wang

文献摘要

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一种新的氧化裂解和氟甲基硫醇化反应的C → C键已被开发,代表了第一个和一般的方法,用于制备单,二,和三氟甲基硫代酯的烯烃。该方案具有优异的产物选择性和底物适用性。各种观察结果表明,该方案通过两步自由基过程进行,醛是关键中间体。更有意义的是,这条路线为将烯烃转化为更高附加值的含羰基化学品提供了新的方向。
A novel oxidative cleavage and fluoromethylthiolation reaction of C═C bonds has been developed that represents the first and general method for the preparation of mono-, di-, and trifluoromethylthioesters from alkenes. The protocol features excellent product selectivity and substrate suitability. Various observations suggested that the protocol proceeded via a two-step radical process and that aldehyde was the key intermediate. What's more meaningful is that this route provides a new direction for converting alkenes into higher-value-added carbonyl-containing chemicals.