B(C6F5)3-Catalyzed Reductive Deoxygenation of Isatins for Indole Synthesis

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-04-10 DOI:10.1021/acs.joc.5c00345
Seung Deok Son, Hoe Young Choi, Haye Min Ko
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Abstract

An efficient method for reductive deoxygenation of isatin derivatives using catalyst B(C6F5)3 and methylphenylsilane is described. This reaction proceeds rapidly under mild conditions, and the protocol provides a broad substrate scope. Notably, while general synthetic methods utilizing a combination of B(C6F5)3 and hydrosilanes smoothly reduce indoles to generate indolines, the present strategy represents the first reductive deoxygenation reaction for the formation of indoles without further reduction.

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B(C6F5)3 催化异靛红的还原脱氧以合成吲哚
介绍了一种利用B(C6F5)3催化剂和甲基苯基硅烷对isatin衍生物进行还原脱氧的有效方法。该反应在温和的条件下进行迅速,并且该方案提供了广泛的底物范围。值得注意的是,虽然利用B(C6F5)3和氢硅烷的组合的一般合成方法可以顺利地还原吲哚生成吲哚,但本策略代表了第一个不进一步还原而生成吲哚的还原性脱氧反应。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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