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银催化的脂肪族羧酸在水乳液中的脱羧三氟甲基硫代反应。

Silver-catalyzed decarboxylative trifluoromethylthiolation of aliphatic carboxylic acids in aqueous emulsion.

机构信息

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China).

出版信息

Angew Chem Int Ed Engl. 2014 Jun 10;53(24):6105-9. doi: 10.1002/anie.201402573. Epub 2014 Apr 24.

Abstract

A silver-catalyzed decarboxylative trifluoromethylthiolation of secondary and tertiary carboxylic acids under mild conditions tolerates a wide range of functional groups. The reaction was dramatically accelerated by its performance in an aqueous emulsion, which was formed by the addition of sodium dodecyl sulfate to water. It was proposed that the radical, which was generated from the silver-catalyzed decarboxylation in the "oil-in-water" droplets, could easily react with the trifluoromethylthiolating reagent to form the product.

摘要

在温和条件下,银催化的二级和三级羧酸的脱羧三氟甲基化反应能容忍广泛的官能团。通过在水中加入十二烷基硫酸钠形成的水乳液,显著加速了该反应。据推测,在“油包水”液滴中银催化脱羧生成的自由基可以与三氟甲基化试剂轻易反应生成产物。

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