Benzofuran Synthesis from N-Aryloxysulfonamides and 2-Bromoallyl Sulfones via Sequential Treatment with Base and Acid

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2026-10-16 Epub Date: 2026-09-30 DOI:10.1021/acs.joc.6c01805

Neethu K. Kunjunny, K. K. Athma Manu, M. P. Muhammad Sibil, Rajeev S. Menon

引用次数: 0

Abstract

Sequential treatment of N-aryloxysulfonamides and 2-bromoallyl sulfones with cesium carbonate and p-toluenesulfonic acid led to the formation of 2-(arylsulfonylmethyl)benzofurans. An initial formal nucleophilic vinylic substitution sets the stage for a room-temperature [3,3]-sigmatropic rearrangement of the O-aryl-N-vinyl hydroxylamine intermediate. An allenoate ester also reacted analogously to afford the corresponding benzofuran-esters.

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N -芳基磺酰胺和2-溴丙基砜经碱和酸序处理合成苯并呋喃

摘要/ Abstract摘要：n -芳基磺酰胺和2-溴丙烯基砜依次用碳酸铯和对甲苯磺酸处理，生成2-（芳基磺酰基甲基）苯并呋喃。最初的亲核乙烯基取代为o -芳基- n -乙烯基羟胺中间体的室温[3,3]-异位重排奠定了基础。一种烯丙酸酯也类似地反应生成相应的苯并呋喃酯。

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

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.