Radical Cyclization Reactions via Manganese(III) Acetate Leading to 2-Thienyl-Substituted Dihydrofuran Compounds


Bicer E., YILMAZ M. , Karatas M., Pekel A. T.

HELVETICA CHIMICA ACTA, cilt.95, ss.795-804, 2012 (SCI İndekslerine Giren Dergi)

  • Cilt numarası: 95 Konu: 5
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1002/hlca.201100397
  • Dergi Adı: HELVETICA CHIMICA ACTA
  • Sayfa Sayısı: ss.795-804

Özet

The 2-thienyl-substituted 4,5-dihydrofuran derivatives 38 were obtained by the radical cyclization reaction of 1,3-dicarbonyl compounds 1a1f with 2-thienyl-substituted conjugated alkenes 2a2e by using [Mn(OAc)3] (Tables 15). In this study, reactions of 1,3-dicarbonyl compounds 1a1e with alkenes 2a2c gave 4,5-dihydrofuran derivatives 35 in high yields (Tables 13). Also the cyclic alkenes 2d and 2e gave the dihydrobenzofuran compounds, i.e., 6 and 7 in good yields (Table 4). Interestingly, the reaction of benzoylacetone (=1-phenylbutane-1,3-dione; 1f) with some alkenes gave two products due to generation of two stable carbocation intermediates (Table 5).