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 S., Lafzi F., Kılıç H.

JOURNAL OF ORGANIC CHEMISTRY, cilt.90, sa.41, ss.14408-14414, 2025 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 90 Sayı: 41
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1021/acs.joc.5c01198
  • Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, Compendex, MEDLINE
  • Sayfa Sayıları: ss.14408-14414
  • Atatürk Üniversitesi Adresli: Evet

Özet

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.