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Rh(I)催化共轭烯酮与芳基硼酸的偶联反应:含呋喃基三芳基甲烷的合成。

Rh(I)-Catalyzed Coupling of Conjugated Enynones with Arylboronic Acids: Synthesis of Furyl-Containing Triarylmethanes.

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.

出版信息

J Org Chem. 2016 Nov 4;81(21):10484-10490. doi: 10.1021/acs.joc.6b00730. Epub 2016 May 19.

Abstract

Conjugated enynones can be used as carbene precursors to couple with arylboronic acids in the presence of Rh(I) catalyst. This reaction shows good functional compatibility, and a range of furyl-containing triarylmethanes can be smoothly synthesized from easily available starting materials under mild reaction conditions. Mechanistically, the formation of Rh(I) (2-furyl)carbene species and the subsequent carbene migratory insertion are proposed as the key steps in this reaction.

摘要

共轭烯炔可以作为卡宾前体,在 Rh(I) 催化剂的存在下与芳基硼酸偶联。该反应具有良好的功能兼容性,可以从易得的起始原料在温和的反应条件下顺利合成一系列含呋喃基的三芳基甲烷。从机理上看,Rh(I)(2-呋喃基)卡宾物种的形成和随后的卡宾迁移插入被认为是该反应的关键步骤。

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