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选择性钯催化多氟芳基恶唑啉的 C-F 活化/碳-碳键形成。

Selective palladium-catalyzed C-F activation/carbon-carbon bond formation of polyfluoroaryl oxazolines.

机构信息

Key Laboratory of Organofluorine Chfigemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China.

出版信息

J Org Chem. 2012 Feb 17;77(4):1798-804. doi: 10.1021/jo2023262. Epub 2012 Feb 8.

DOI:10.1021/jo2023262
PMID:22283549
Abstract

A selective palladium-catalyzed Suzuki-Miyaura coupling reaction of polyfluorophenyl oxazolines through ortho C-F activation is described. It was found that reactions with DPPF as the ligand occurred much faster than those with other ligands. A variety of arylboronic acids including challenging functionalized arylboronic acids such as enolizable ketones, aldehyde, cyano, ester, and trifluoromethyl groups were tolerated with the reaction conditions.

摘要

通过邻位 C-F 活化,描述了一种对多氟苯基恶唑啉的选择性钯催化的 Suzuki-Miyaura 偶联反应。研究发现,使用 DPPF 作为配体的反应比使用其他配体的反应快得多。反应条件对各种芳基硼酸,包括具有挑战性的官能化芳基硼酸,如烯醇化酮、醛、氰基、酯和三氟甲基基团,都具有兼容性。

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