Synthesis of trifluoromethylated dihydrofurans by addition of 1,3-dicarbonyl compounds to alkenes promoted by manganese(III) acetate


Biçer E., YILMAZ M.

Arkivoc, cilt.2013, sa.3, ss.304-316, 2013 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2013 Sayı: 3
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3998/ark.5550190.p007.877
  • Dergi Adı: Arkivoc
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.304-316
  • Anahtar Kelimeler: Dihydrofuran, Manganese(III) acetate, Oxidative addition, Trifluoromethyl compounds
  • Ankara Üniversitesi Adresli: Hayır

Özet

Radical addition reaction of trifluoromethyl-1,3-dicarbonyl compounds (1a-e) with various alkenes (2a-f) was investigated in the presence of manganese(III) acetate. As a result of these reactions trifluoromethyl ketone substituted dihydrofuran and bicyclic enol ether derivatives were obtained. A formation of dihydrofuran's mechanism was proposed for all compounds. Radical addition reactions with 1,1-disubstituted alkenes were obtained in good yields, however with cyclic alkenes were shown poor yields. © ARKAT-USA, Inc.