质子酸催化1,4-亚磺酸盐迁移环化合成呋喃系结苯并环丁烯。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-07-07 DOI:10.1021/acs.joc.5c00895

Ziwei Li, Jingyi Li, Jing Feng, Zhiqiang Yang, Mingming Yu, Ze-Feng Xu*, Sheng-Rong Guo* and Chuan-Ying Li*,

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引用次数: 0

摘要

采用质子酸催化共轭烯酮级联反应合成了含苯并环丁烯的多取代呋喃，收率高，工艺简单。采用廉价的磺胺酸作为催化剂，该方法具有关键的1,4-亚硫酸盐迁移和避免使用过渡金属催化剂的特点。由于质子转移过程，在金属介导催化下不反应的底物是适用的。因此，该策略为金属碳介导的迁移环化策略提供了有效的补充。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Furan-Tethered Benzocyclobutenes via Protonic Acid-Catalyzed 1,4-Sulfinate Migration-Annulation

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Synthesis of Furan-Tethered Benzocyclobutenes via Protonic Acid-Catalyzed 1,4-Sulfinate Migration-Annulation

A protonic acid-catalyzed cascade of conjugated enynones was realized for synthesizing multisubstituted furans containing benzocyclobutene with high yields and simple procedures. Employing inexpensive sulfanilic acid as a catalyst, this method features a key 1,4-sulfinate migration and avoids the use of transition metal catalysts. Substrates that are unreactive under metal-mediated catalysis are applicable due to proton transfer processes. Accordingly, this strategy provides an efficient complement to metal carbene-mediated migration-annulation strategies.

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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.