Sc(OTf)3催化合成融合双吲哚甲烷：1,2-和1,7-连接吲哚框架的统一获取。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-09-30 DOI:10.1021/acs.orglett.5c03698

Peng Long,Kang Dong,Xiaomeng Gong,Ruipeng Li,Huiwen Yang,Weiwei Zhang,Shouchu Tang

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引用次数: 0

摘要

我们报道了一种简洁，高效，可扩展的合成策略，通过Sc(OTf)3催化n -烷基缩醛吲哚的Friedel-Crafts环化来构建熔融双吲哚甲烷（BIMs）。该协议可以在温和和操作简单的条件下对1,2和以前未开发的1,7融合的bim进行区域选择性访问。该转化具有广泛的底物耐受性和良好的官能团相容性，提供结构多样的融合吲哚结构，在药物化学、复杂分子合成和后期肽修饰方面具有潜在的相关性。

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Sc(OTf)3-Catalyzed Construction of Fused Bisindolylmethanes: Unified Access to 1,2- and 1,7-Linked Indole Frameworks.

We report a concise, efficient, and scalable synthetic strategy for the construction of fused bisindolylmethanes (BIMs) via Sc(OTf)3-catalyzed Friedel-Crafts cyclization of N-alkyl acetal indoles. This protocol enables regioselective access to both 1,2- and previously unexplored 1,7-fused BIMs under mild and operationally simple conditions. The transformation demonstrates broad substrate tolerance and excellent functional group compatibility, delivering structurally diverse fused indole architectures with potential relevance in medicinal chemistry, complex molecule synthesis, and late-stage peptide modification.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.