Synthesis of indol-3-yl-benzofurans and carbazoles via Cu(OTf)2-catalyzed [3+2] and [4+2] cycloaddition

被引：3

作者：

Chauhan, Amar Nath Singh ^{[1
]}

Vini, Vikrant ^{[1
]}

Kumar, Akhilesh ^{[2
]}

Erande, Rohan D. ^{[1
]}

机构：

[1] Indian Inst Technol Jodhpur, Dept Chem, Karwar 342037, Rajasthan, India

[2] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 03760, South Korea

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 33期

关键词：

EXPEDIENT SYNTHESIS; NATURAL-PRODUCTS; FUNCTIONALIZATION; INDOLES;

D O I：

10.1039/d4ob00861h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient Cu(OTf)(2)-catalyzed [3 + 2] cycloaddition of indole-3-acrylate with p-benzoquinone has been developed to construct two distinct indole-tethered benzofuran scaffolds, offering the first-ever selective access to these scaffolds. Moreover, the [4 + 2] cycloaddition reaction of indole-3-acrylate with vinyl ketone derivatives was used to synthesize carbazoles in a one-pot manner. The disclosed strategies provided a series of selective transformations under low-catalyst loading, with a broad substrate scope featuring diverse applicability and practical simplicity of the developed protocol with easily available substrates.

引用

页码：6690 / 6694

页数：5

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