Catalytic asymmetric C-7 Friedel–Crafts reaction of 4-aminoindoles: construction of N-substituted quaternary carbon atoms†

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-07 DOI:10.1039/d5ob00558b

Shenggui Liu , Hang Ye , Hualing He

引用次数: 0

Abstract

A novel and enantioselective C-7 Friedel–Crafts alkylation reaction of 4-amino indoles with α-aryl enamides catalyzed by chiral H₈-BINOL-derived phosphoric acid has been developed. The established method gives access to a wide variety of chiral amine derivatives bearing a quaternary carbon stereocenter (23 examples) in good-to-high yields and enantioselectivities (up to 96% yield, >99% ee) under mild reaction conditions.

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4-氨基吲哚催化不对称C-7 Friedel-Crafts反应：n取代季碳原子的构造。

研究了手性h8 - binol衍生的磷酸催化4-氨基吲哚与α-芳基酰胺的新型对映选择性C-7 Friedel-Crafts烷基化反应。所建立的方法可以在温和的反应条件下获得各种具有季碳立体中心的手性胺衍生物（23个例子），收率从高到高，对映选择性（高达96%收率，bb0 99% ee）。

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.