Multisubstituted Indoles by a Dual Gold/Silver-Catalyzed Aminoalkynylation of 2-Alkynylanilines

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-30 DOI:10.1021/acs.orglett.5c00756

Peng Shen, Huanjun Zhang, Dan Xiao, Na Wang, Chunyu Han, Jinhua Yang

引用次数: 0

Abstract

A straightforward and efficient method for the synthesis of multisubstituted indoles has been developed through a dual gold/silver-catalyzed aminoalkynylation of 2-alkynylanilines using hypervalent iodine(III) reagents under open-air conditions. This approach features the in situ generation of alkynyl Au(III) species, which facilitates the aminoalkynylation of 2-alkynylanilines with excellent functional group tolerance and high yields. Mechanistic studies reveal that the alkynyl gold(III) intermediate plays a crucial role in the reaction pathway. Moreover, the protocol is scalable to gram quantities and offers the potential for further transformation into diverse functionalized compounds.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.