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C-H 芳基(苯磺酰基)二氟甲基化反应(杂)芳烃与一种新设计的试剂。

C-H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent.

机构信息

Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France.

出版信息

Chem Commun (Camb). 2021 Nov 19;57(92):12337-12340. doi: 10.1039/d1cc04737j.

Abstract

The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp)-, C(sp)- and -CFSOPh bonds was provided, expanding the chemical space of PhSOCF-containing molecules. Late-stage functionalization of bioactive molecules and the synthesis of PhSOCF- and HCF-analogs of Lidocaine were also successfully achieved.

摘要

成功地按照一个简单的方案(三步)合成了一种原始的亲电二氟甲基化试剂。这个试剂就像瑞士军刀一样,在温和且无过渡金属的条件下,能够实现各种类型化合物的功能化。因此,它为构建 C(sp)-、C(sp)-和-CFSOPh 键提供了一个高效且操作简单的工具,扩展了含 PhSOCF 分子的化学空间。此外,还成功地实现了生物活性分子的后期功能化以及 Lidocaine 的 PhSOCF-和 HCF 类似物的合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3530/8603193/691af48bc6d4/d1cc04737j-s1.jpg

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