Ring annulation versus alkylation of pyrrole with alpha-phosphoryl-alpha,beta-unsaturated ketones


Tasgin D. I. , ÜNALEROĞLU C.

TETRAHEDRON, cilt.72, ss.5934-5942, 2016 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 72 Konu: 39
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.tet.2016.08.045
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.5934-5942

Özet

In this study; novel aryl, heteroaryl, pyrrolyl and phosphoryl groups containing pyrrolizines were synthesized by the ring annulation reaction of aryl or heteroaryl substituted alpha-phosphoryl-alpha,beta-unsaturated ketones with pyrrole under mild reaction conditions. This domino reaction involves scandium triflate catalyzed addition of pyrrole to the double bond of alpha-phosphoryl-alpha,beta-unsaturated ketones, carbonyl group and finally ring annulation sequences. The presented work provided a convenient way for the synthesis of novel bispyrrolic compounds. (C) 2016 Elsevier Ltd. All rights reserved.