Article 2025 · 2 citations

Rapid Mechanochemical Ring-Opening and 1,3-Bisfunctionalization of Donor-Acceptor Cyclopropanes: Regioselective C(sp<SUP>2</SUP>)-H Alkylation of Coumaran and Chromane

Atis, Sumeyye, Lafzi, Ferruh, Kilic, Haydar

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.

Keywords

LEWIS-ACID CYCLOADDITIONS ENLARGEMENT

WoS Categories

Chemistry, Organic

Sustainable Development Goals

Good Health and Well-being

Citation

Journal: JOURNAL OF ORGANIC CHEMISTRY
Year: 2025
Volume: 90
Issue: 41
Pages: 14408-14414
ISSN: 0022-3263
eISSN: 1520-6904
DOI: 10.1021/acs.joc.5c01198
WoS UID: WOS:001587045100001

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