N-(alpha-Amidoalkyl)benzotriazole-mediated synthesis of beta '-amido beta-diketones: a general synthetic protocol for N-[beta-(3,5-di and 1,3,5-trisubstituted pyrazol-4-yl)alkyl] amides

ÇELİK İ., KANIŞKAN N., Kokten S.

TETRAHEDRON, vol.65, no.1, pp.328-335, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 65 Issue: 1
  • Publication Date: 2009
  • Doi Number: 10.1016/j.tet.2008.10.047
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Page Numbers: pp.328-335
  • Keywords: Benzotriazole, N-(alpha-Amidoalkyl)benzotriazole, Pyrazole, beta '-Amido beta-diketone, VERSATILE AMIDOALKYLATION REAGENTS, ONE-POT SYNTHESIS, 1,3-DIPOLAR CYCLOADDITIONS, REGIOSELECTIVE SYNTHESIS, PYRAZOLE DERIVATIVES, CONVENIENT SYNTHESIS, DICARBONYL-COMPOUNDS, 1,3-AMINO ALCOHOLS, CARBONYL-COMPOUNDS, BENZOTRIAZOLE
  • Anadolu University Affiliated: Yes

Abstract

Various beta '-amido-beta-diketones were first synthesized with N-(alpha-amidoalkyl)benzotriazole-mediated amidoalkylation of 1,3-diketones in moderate yields. These intermediates undergo rapid condensation with hydrazines to give the corresponding N-[beta-(3,5-di and 1,3,5-trisubstituted pyrazol-4-yl)alkyl]amides. (C) 2008 Elsevier Ltd. All rights reserved.