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钯催化烯丙基二氟化物与酚类或醇类的双脱氟醚化反应

Palladium-Catalyzed Double -Defluoroetherification of Allylic -Difluorides with Phenols or Alcohols.

作者信息

Chen Sheng-Yu, Tang Lu-Ning, Chen Ming

机构信息

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.

出版信息

Org Lett. 2024 Nov 15;26(45):9799-9803. doi: 10.1021/acs.orglett.4c03873. Epub 2024 Oct 31.

Abstract

Significant progress has been made in the synthesis of diverse ketals through a palladium-catalyzed reaction involving allylic -difluorides and various phenols or alcohols. This methodology facilitates double -defluoroetherification of allylic -difluorides, resulting in high product yields with excellent regioselectivity. The reactions were conducted under mild conditions and exhibited outstanding tolerance to a wide range of functional groups. Notably, this approach overcomes the traditional limitation of palladium-catalyzed processes, where nucleophiles typically target the common C-1 position of allylic -difluorides, enabling selective functionalization at the rare C-3 position instead.

摘要

通过钯催化的涉及烯丙基二氟化物与各种酚类或醇类的反应,在合成多种缩酮方面取得了重大进展。该方法促进了烯丙基二氟化物的双脱氟醚化反应,从而以优异的区域选择性实现了高产物收率。反应在温和条件下进行,对多种官能团表现出出色的耐受性。值得注意的是,这种方法克服了钯催化过程的传统局限性,在传统过程中亲核试剂通常靶向烯丙基二氟化物的常见C-1位,而此方法能够在罕见的C-3位实现选择性官能化。

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