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无金属条件下异氰与 PhSOCFH 的自由基(苯磺酰基)二氟甲基化反应。

Radical (Phenylsulfonyl)difluoromethylation of Isocyanides with PhSOCFH under Transition-Metal-Free Conditions.

机构信息

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

School of Physical Science and Technology, ShanghaiTech University , 100 Haike Road, Shanghai 201210, China.

出版信息

Org Lett. 2016 Nov 18;18(22):5912-5915. doi: 10.1021/acs.orglett.6b03013. Epub 2016 Nov 9.

Abstract

An atom-economical method for radical (phenylsulfonyl)difluoromethylation of isocyanides with PhSOCFH under transition-metal-free conditions has been developed. A PhSOCF radical is generated through the oxidation of PhSOCF after the deprotonation of PhSOCFH in one pot. The reaction exhibits excellent functional-group tolerance and the resulting products can be further modified with the removal of a PhSO group to give other CF-containing compounds.

摘要

发展了一种在无过渡金属条件下通过异氰化物的自由基(苯磺酰基)二氟甲基化的原子经济性方法。PhSOCFH 在脱质子后,通过 PhSOCF 的氧化生成 PhSOCF 自由基。该反应表现出优异的官能团容忍性,并且所得产物可以通过去除 PhSO 基团进一步修饰,得到其他含 CF 的化合物。

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