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钯催化的氧取代烯丙基硼酸与芳基/乙烯基(伪)卤化物的 Suzuki-Miyaura 交叉偶联反应。

Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Oxygen-Substituted Allylboronates with Aryl/Vinyl (Pseudo)Halides.

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, PR China.

出版信息

J Org Chem. 2022 May 20;87(10):6951-6959. doi: 10.1021/acs.joc.2c00634. Epub 2022 Apr 29.

DOI:10.1021/acs.joc.2c00634
PMID:35486740
Abstract

An efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of oxygen atom-substituted allylboronates with aryl/vinyl bromides, iodides, and triflates has been developed. The present coupling reactions proceeded smoothly to provide a variety of allylic siloxanes with high efficiency and excellent regioselectivity. This protocol features broad substrate scope, excellent functional group tolerance, and easy gram-scale preparation, and offers an alternative approach for the synthesis of allylic alcohols and their derivatives.

摘要

一种高效的钯催化的氧原子取代烯丙基硼酸与芳基/乙烯基溴化物、碘化物和三氟甲磺酸酯的铃木-宫浦交叉偶联反应已经被开发出来。本反应具有广泛的底物范围、良好的官能团容忍性和易于进行克级制备等优点,为烯丙醇及其衍生物的合成提供了一种替代方法。

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