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通过钯催化的3-碘氮杂环丁烷与芳基硼酸的迁移/偶联反应合成2-芳基氮杂环丁烷

Synthesis of 2-Aryl Azetidines through Pd-Catalyzed Migration/Coupling of 3-Iodoazetidines and Aryl Boronic Acids.

作者信息

Yang Han, Chen Zhen, Guo Wenjing, Gu Zhenhua

机构信息

Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. China.

College of Materials and Chemical Engineering, Minjiang University, Fuzhou, Fujian 350108, P. R. China.

出版信息

Org Lett. 2022 Aug 12;24(31):5731-5735. doi: 10.1021/acs.orglett.2c02152. Epub 2022 Jul 28.

Abstract

A palladium-catalyzed cross-coupling of 3-iodoazetidines and nonheteroaryl boronic acids was reported. The [1,1'-biphenyl]-2-yldicyclohexylphosphane ligand enabled the reaction that favored the formation of 2-aryl azetidines. The control experiments indicated that the reaction can proceed through either a palladium-hydride/dihydroazete complex or free dihydroazete intermediate followed by hydropalladation.

摘要

据报道,实现了钯催化的3-碘氮杂环丁烷与非杂芳基硼酸的交叉偶联反应。[1,1'-联苯]-2-基二环己基膦配体促使该反应更有利于生成2-芳基氮杂环丁烷。对照实验表明,该反应可以通过钯氢化物/二氢氮杂环丁烷络合物或游离二氢氮杂环丁烷中间体,随后进行氢化钯化反应来进行。

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