Substrate-Controlled Divergent Reductive Cyclization of 2-Arylanilines Using CO2 as a Switching Reagent

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-30 DOI:10.1021/acs.orglett.4c04538

Qiang Yan, Jiang Nan, Rui Cao, Lanxin Zhu, Shilei Liu, Chengyuan Liang, Chen Zhang

引用次数: 0

Abstract

Capturing CO₂ is highly valued in the field of organic synthesis, especially underdeveloped dual-CO₂ conversion. In this study, we detail a novel reductive cyclization of 2-indolylanilines with dual CO₂ as a difunctional reagent in the presence of PMHS [poly(methylhydrosiloxane)], delivering methyl-substituted quinoxalines. Furthermore, another chemoselective cyclization with 2-pyrrolylanilines is also realized by converting mono-CO₂. Mechanistic investigations shed light upon the fact that this substrate-controlled divergence mainly depends on the formation of N-diacylative intermediates.

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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.