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钯催化的苄基硫代乙酸盐与芳基卤化物的交叉偶联反应。

Palladium-catalyzed cross-coupling of benzyl thioacetates and aryl halides.

机构信息

Department of Chemistry, Merck Research Laboratories, 33 Avenue Louis Pasteur, Boston, Massachusetts 02115, USA.

出版信息

Org Lett. 2011 Aug 5;13(15):4052-5. doi: 10.1021/ol201564j. Epub 2011 Jul 5.

Abstract

A method for preparing benzyl aryl thioethers utilizing an in situ deprotection of benzyl thioacetates as an alternative to free thiols as starting materials has been developed and optimized. Good to excellent yields of diverse benzyl aryl thioethers are obtained with air-stable, odor-free, and easy to prepare thioesters. A one-pot protocol for forming benzyl aryl thioethers from a benzyl halide, potassium thioacetate, and an aryl bromide has also been demonstrated.

摘要

开发并优化了一种利用苄基硫代乙酸酯的原位脱保护作为起始原料的游离硫醇替代物来制备苄基芳基硫醚的方法。使用稳定、无臭且易于制备的硫酯,可以得到各种苄基芳基硫醚的良好至优异的产率。还展示了一种从苄基卤化物、硫代乙酸钾和芳基溴化物一锅法形成苄基芳基硫醚的方法。

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