Regioselective synthesis of α-(2-indolyl) ketones with arylaldehydes via a tandem reaction of 2-alkynylanilines.

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-23 DOI:10.1039/d5ob00288e

Jianwei Wang, Qingxia Zhao, Hangxiao Fu, Jie Li

引用次数: 0

Abstract

A base-promoted synthesis of α-(2-indolyl) ketones (or 2-(α-aryl benzyl ketone) indoles) is developed via 5-endo-dig cyclization of 2-alkynylanilines, followed by aroylation of the resulting carbanion. This transition metal-free reaction proceeded with high regioselectivity and a wide substrate scope (46 examples, up to 93% yield). Among the syntheses of 2-substituted indoles, this tandem process is straightforward and convenient.

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2-炔基苯胺串联反应合成α-（2-吲哚基）酮与芳醛的区域选择性反应。

通过2-炔基苯胺的5-内环化，再进行碳离子的芳基化，得到了一种碱促进的α-（2-吲哚基）酮（或2-（α-芳基苄基酮）吲哚）的合成方法。这种无过渡金属的反应具有高区域选择性和广泛的底物范围（46个例子，产率高达93%）。在2-取代吲哚类化合物的合成中，这种串联法是一种简单、方便的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.