Copper-Catalyzed Bis(methoxycarbonyl)carbene Reactions of alpha,beta-Unsaturated Carboxamides

Merey G. , Anaç O.

HELVETICA CHIMICA ACTA, cilt.94, ss.1053-1064, 2011 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 94 Konu: 6
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1002/hlca.201000384
  • Dergi Adı: HELVETICA CHIMICA ACTA
  • Sayfa Sayıları: ss.1053-1064

Özet

The [Cu(acac)(2)]-catalyzed reactions of alpha,beta-unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5-electrocyclic reaction at C(beta), and butadiene derivatives by carbene addition reaction at C(alpha) (Schemes 4 and 5; Table). Phenyl substituents at the N-atom of the amides seem to be effective on the reaction pathways (Table).