Rapid Mechanochemical Ring-Opening and 1,3-Bisfunctionalization of Donor-Acceptor Cyclopropanes: Regioselective C(sp2)-H Alkylation of Coumaran and Chromane.

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-10-04 DOI:10.1021/acs.joc.5c01198

Sumeyye Atis,Ferruh Lafzi,Haydar Kilic

引用次数: 0

Abstract

Regioselective alkylation of 2,3-dihydrobenzofuran (coumaran) and chromane was accomplished through the ring-opening of donor-acceptor cyclopropanes (DACs) under mechanochemical conditions. The developed mechanochemical protocol efficiently promotes the ring-opening of DACs. Importantly, it enabled the first mechanochemical 1,3-bisfunctionalization of DACs using a range of electrophiles, furnishing the target products in high yields and significantly reducing reaction times.

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施主-受体环丙烷的快速机械化学开环和1,3-双功能化：香豆素和铬烷的区域选择性C(sp2)-H烷基化。

在机械化学条件下，通过供体-受体环丙烷开环，实现了2,3-二氢苯并呋喃（香豆素）与铬的区域选择性烷基化反应。所开发的机械化学方案有效地促进了dac的开环。重要的是，它首次使用一系列亲电试剂实现了DACs的机械化学1,3-双功能化，使目标产物的产率高，并显著缩短了反应时间。

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.