Zinc perchlorate catalyzed one-pot amination-annulation of alpha-cyanomethyl-beta-ketoesters in water. Regioselective synthesis of 2-aminopyrrole-4-carboxylates

Demir A., Emrullahoglu M.

TETRAHEDRON, cilt.62, sa.7, ss.1452-1458, 2006 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 62 Sayı: 7
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1016/j.tet.2005.11.018
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1452-1458
  • Anahtar Kelimeler: aminopyrroles, amination, hetero annulation, GABA analogs, 1.3-dicarbonyls, 2-SUBSTITUTED PYRROLE DERIVATIVES, AMINO-ALCOHOLS, CONJUGATED AZOALKENES, ANTIVIRAL ACTIVITY, HOMOCHIRAL AMINES, ENAMINO ESTERS, CONVERSION, ANALOGS, 1-AMINOPYRROLES, ALKYNES
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

In this paper, we report the efficient and regioselective synthesis of 2-aminopyrrole-4-carboxylates as derivatives of conformationally restricted analogues of gamma-amino butyrates (GABA) via a zinc perchlorate catalyzed amination-annulation of alpha-cyanomethyl-beta-ketoesters under mild reaction conditions in water. (c) 2005 Elsevier Ltd. All rights reserved.