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Letters in Organic Chemistry

Author(s): Semra Karataş, İrfan Çapan and Süleyman Servi*

DOI: 10.2174/1570178616666190305130217

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Synthesis of Indole and Benzimidazole Substituted Novel 16-Arylidene Steroid Derivatives

Page: [884 - 890] Pages: 7

  • * (Excluding Mailing and Handling)

Abstract

Novel aza-heterocyclic substituted dehydroepiandrosterone derivatives were synthesized through a three-step reaction sequence. Some new O-alkylated 4-hydroxybenzaldehydes were synthesized from the reaction of substituted benzaldehydes with dihalogen compounds which have different chain lengths. 16-Arylidene steroids were synthesized from the base-catalyzed aldol condensation of O-alkylated 4-hydroxybenzaldehydes and dehydroepiandrosterone. New indolyl and benzimidazolyl substituted steroid derivatives as hybrid molecules were obtained from the reaction of 16-arylidene steroids with indole or benzimidazole.

Keywords: Dehydroepiandrosterone, indole, benzimidazole, 16-arylidene steroids, O-alkylated 4-hydroxybenzaldehydes, Aldol condensation.

Graphical Abstract

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