Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-01-11 DOI:10.1021/acs.orglett.4c04374

Jiahua Wang, Na Ji, Zifeng Gao, Xiang-Ying Tang, Long Wang

引用次数: 0

Abstract

Herein, we report an approach for the synthesis of 2-sulfonyl carbazoles from the oxidative C–H sulfonylation of tetrahydrocarbazoles. The mechanistic study reveals that this special selectivity is realized by the addition of a sulfonyl radical to the 3,4-dihydrocabazole intermediate via dehydrogenative desaturation of tetrahydrocarbazoles. This approach features readily available starting materials, high regioselectivity, broad substrate scope, and attractive synthetic utility.

Abstract Image

查看原文本刊更多论文

四氢咔唑与磺酰肼的碳氢氧化官能化合成2-磺酰咔唑

本文报道了一种由四氢咔唑的C-H氧化磺化反应合成2-磺酰基咔唑的方法。机理研究表明，这种特殊的选择性是通过四氢咔唑脱氢脱饱和在3,4-二氢咔唑中间体上加成磺酰基实现的。该方法具有起始材料容易获得、区域选择性高、底物范围广和有吸引力的合成用途等特点。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.