One-pot synthesis of trans-2,3-diaminoindolines through 2,3-diamination of electrophilic indolines.

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-07-02 DOI:10.1039/d5ob00877h

Yuito Kobori, Keisuke Tokushige, Takumi Abe

引用次数: 0

Abstract

Despite recent advances in the synthesis of 2,3-diaminoindole derivatives, construction of 2,3-diaminoindolines, whose two amine moieties on each molecule differ from one another has yet to be achieved. In this work, we developed a concise one-pot protocol for differentiated diamination involving reacting a C2,C3-electrophilic indole reagent with amines to access a variety of previously inaccessible 2,3-diaminoindolines. Furthermore, the synthetic utility of this protocol was demonstrated by a successful gram-scale reaction and further transformation of the 2,3-diaminoindolines.

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亲电吲哚二胺化一锅法合成反式-2,3-二氨基吲哚。

尽管最近在合成2,3-二氨基吲哚衍生物方面取得了进展，但由于每个分子上的两个胺部分彼此不同，因此尚未实现2,3-二氨基吲哚的构造。在这项工作中，我们开发了一种简洁的一锅方案，用于区分二胺化，包括将C2， c3 -亲电吲哚试剂与胺反应，以获得各种以前无法获得的2,3-二氨基吲哚。此外，通过成功的克级反应和2,3-二氨基吲哚啉的进一步转化，证明了该方案的合成效用。

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.