A Two-Step Synthesis of Unprotected 3-Aminoindoles via Post Functionalization with Nitrostyrene

Author:

Aksenov Nicolai A.1ORCID,Arutiunov Nikolai A.1ORCID,Kurenkov Igor A.1ORCID,Malyuga Vladimir V.1,Aksenov Dmitrii A.1ORCID,Momotova Daria S.1,Zatsepilina Anna M.1,Chukanova Elizaveta A.1,Leontiev Alexander V.1ORCID,Aksenov Alexander V.1ORCID

Affiliation:

1. Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, Russia

Abstract

A novel, low-cost method for the preparation of not easily accessible free 3-aminoindoles has been developed. This approach is based on a well-established reaction between indoles and nitrostyrene in the presence of phosphorous acid, which results in the formation of 4′-phenyl-4′H-spiro[indole-3,5′-isoxazoles]. The latter could be transformed to corresponding aminated indoles by reaction with hydrazine hydrate in good or excellent yields upon microwave-assisted heating.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Cited by 2 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. The chemistry of heterocycles in the 21st century;Russian Chemical Reviews;2024-07

2. A novel method for the synthesis of 2-arylquinolin-4(1H)-ones;Chemistry of Heterocyclic Compounds;2024-06

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