Synthesis of 1,2,3,5-tetrasubstituted pyrrole derivatives from 2-(2-bromoallyl)-1,3-dicarbonyl compounds


Demir A. , Akhmedov I., Sesenoglu O.

TETRAHEDRON, cilt.58, ss.9793-9799, 2002 (SCI İndekslerine Giren Dergi)

  • Cilt numarası: 58 Konu: 49
  • Basım Tarihi: 2002
  • Doi Numarası: 10.1016/s0040-4020(02)01298-x
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayısı: ss.9793-9799

Özet

2-(2-Bromoallyl)-1,3-dicarbonyl compounds are converted into beta-enamino, beta-hydrazino esters and ketones, followed by base-promoted cyclization, leading to the formation of the corresponding 1,2,3,5-tetrasubstituted pyrroles. 1,2,4- and 1,2,3,4-Substituted pyrroles are also isolated as minor products. Starting from the 2-(2-bromoallyl)-cyclohexane-1,3-dione the corresponding tetrahydro indolone is prepared in good yield. (C) 2002 Elsevier Science Ltd. All rights reserved.