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金催化的C(sp)-C(sp)铃木-宫浦偶联反应

Gold-Catalyzed C(sp)-C(sp) Suzuki-Miyaura Coupling Reaction.

作者信息

Du Wenqian, Zhao Fen, Yang Rongjie, Xia Zhonghua

机构信息

School of Materials Science & Engineering, Beijing Institute of Technology, Beijing 100081, P. R. China.

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming 650504, P. R. China.

出版信息

Org Lett. 2024 Apr 19;26(15):3145-3150. doi: 10.1021/acs.orglett.4c00755. Epub 2024 Mar 29.

Abstract

A gold-catalyzed C(sp)-C(sp) Suzuki-Miyaura coupling reaction facilitated by ligand-enabled Au(I)/Au(III) redox catalysis was developed. The cross-coupling of alkyl organometallics was first realized in the redox catalytic cycle in gold chemistry, without the use of external oxidants. This gold-catalyzed C(sp)-C(sp) coupling reaction allows a variety of alkyl chain and useful methyl trifluoroborates to react with aryl and vinyl iodides under very mild conditions, which provides a new reactivity pattern for challenging couplings with alkyl organometallics.

摘要

开发了一种由配体促进的Au(I)/Au(III)氧化还原催化作用实现的金催化C(sp)-C(sp)铃木-宫浦偶联反应。在金化学的氧化还原催化循环中首次实现了烷基有机金属化合物的交叉偶联,无需使用外部氧化剂。这种金催化的C(sp)-C(sp)偶联反应能够使各种烷基链和有用的甲基三氟硼酸盐在非常温和的条件下与芳基和乙烯基碘反应,为与烷基有机金属化合物的挑战性偶联提供了一种新的反应模式。

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