Stereoselective and regioselective synthesis of N-substituted methyl 2-((azolyl)methyl)-3-arylacrylates from Baylis-Hillman acetates

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Ozenc A. K., ÇELİK İ., Kokten S.

TURKISH JOURNAL OF CHEMISTRY, vol.41, no.3, pp.323-334, 2017 (SCI-Expanded, Scopus, TRDizin)

  • Publication Type: Article / Article
  • Volume: 41 Issue: 3
  • Publication Date: 2017
  • Doi Number: 10.3906/kim-1607-35
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.323-334
  • Keywords: Imidazole, benzimidazole, benzotriazole, Baylis Hillman acetates, N-substituted azole acrylates, ADDUCTS, FACILE, ACID, N-(2-AMINOBENZOYL)BENZOTRIAZOLE, ESTERIFICATION, BENZOTRIAZOLE, DERIVATIVES, IMIDAZOLES
  • Open Archive Collection: AVESIS Open Access Collection
  • Anadolu University Affiliated: Yes

Abstract

N-Substituted methyl 2-((azolyl)methyl)-3-arylacrylates were synthesized stereo- and regioselectively with one-pot reaction between Baylis-Hillman acetates and a suitable acylazole in the presence of K2CO3 as a base catalyst. The targeted N-substituted azole acrylates were efficiently obtained in good yields (39%-89%).