Radical cyclizations of conjugated esters and amides with 3-oxopropanenitriles mediated by manganese(III) acetate

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YILMAZ E., YILMAZ M., Öktemer A.

Arkivoc, cilt.2011, sa.2, ss.363-376, 2011 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2011 Sayı: 2
  • Basım Tarihi: 2011
  • Doi Numarası: 10.3998/ark.5550190.0012.230
  • Dergi Adı: Arkivoc
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.363-376
  • Anahtar Kelimeler: 2,3-dihydrofuran, 3-oxopropanenitrile, Carboxamide, Manganese(III) acetate, Oxidative cyclization, Radical addition
  • Ankara Üniversitesi Adresli: Evet

Özet

Radical cyclizations of conjugated esters and amides with 3-oxopropanenitriles in presence of manganese(III) acetate produced ethyl 4-cyano-2,3-dihydrofuran-3-carboxylates and 4-cyano-2,3-dihydrofuran-3- carboxamides in good yields. The radical cyclizations of conjugated amides gave 2,3-dihydrofurans in better yields than that of conjugated esters. Moreover, the reactions of thienyl substituted amides and esters with 3-oxopropanenitriles afforded 2,3-dihydrofurans more efficiently than phenyl substituted ones. © ARKAT-USA, Inc.