Synthesis of Thienyl-Substituted Dihydrofuran Compounds Promoted by Manganese(III) Acetate

BİÇER E., YILMAZ M., Burgaz E. V., Pekel A. T.

HELVETICA CHIMICA ACTA, vol.96, no.1, pp.135-141, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 96 Issue: 1
  • Publication Date: 2013
  • Doi Number: 10.1002/hlca.201200098
  • Journal Name: HELVETICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.135-141
  • Kocaeli University Affiliated: Yes

Abstract

Radical cyclization reactions of both aliphatic 1,3-diones 1a and 1b and of cyclic 1,3-diones 1c1e with 2-thienyl- and 3-thienyl-substituted alkenes 2a2d in the presence of manganese(III) acetate were investigated. Thienyl-substituted dihydrofurans 3 were obtained with moderate to high yields (Table 13). Also, the favorable effect of the thienyl substituent on the intermediate carbocation stability was evaluated by comparison with a phenyl substituent.