Rh/Brønsted酸催化偶氮烯烃与吲哚和重氮乙酸酯三组分反应合成3-吲哚基全碳季中心

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-14 DOI:10.1039/d5ob00567a

Xiao-Jing Yue, Li-Ping Pei, Min-Can Wang, Shi-Kun Jia, Guang-Jian Mei

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引用次数: 0

摘要

采用Rh/Brønsted酸共催化策略，研究了偶氮烯烃与吲哚和重氮乙酸酯的高度非对映选择性三组分反应。这些转化提供了一系列3-吲哚基全碳季中心的高效构建，收率高，非对映选择性好。该反应被认为是通过金属碳烯和吲哚产生的两性离子中间体的迈克尔型俘获进行的。

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Synthesis of 3-indolyl all-carbon quaternary centers via Rh/Brønsted acid co-catalyzed three-component reactions of azoalkenes with indoles and diazoacetates.

Highly diastereoselective three-component reactions of azoalkenes with indoles and diazoacetates have been developed via a Rh/Brønsted acid co-catalyzed strategy. These transformations provide efficient construction of a range of 3-indolyl all-carbon quaternary centers in good yields and diastereoselectivities. This reaction is proposed to proceed through Michael-type trapping of zwitterionic intermediates generated from metal carbenes and indoles.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.