4.5 Article

A simple two-step sequence for the synthesis of novel 4-aryl-4,5-dihydro-6H-[1,3]dioxolo[4,5-h]pyrrolo[1,2-a][1]benzazepin-6-ones from 6-amino-3,4-methylenedioxyacetophenone

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 27, Pages 4684-4689

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800493

Keywords

phosphoric acid; Michael addition; chalcones; cyclization; heterocycles

Funding

  1. Fundacion para la Promocion de la Investigacion y la Tecnologia (Banco de la Republica)
  2. Universidad del Valle
  3. COLCIENCIAS
  4. Spanish Consejeria de Innovacion
  5. Ciencia y Empresa
  6. Junta de Andalucia and Servicios Tecnicos de la Universidad de Jaen

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Herein is provided an efficient and two-step short procedure for the synthesis of novel 6H-[1,3]dioxolobenzo[4,5-h]pyrrolo[1,2-a][1]benezazepin-6-one derivatives promoted by commercial phosphoric acid. In a parallel approach some pyrrolyl chalcones were isolated that proved to behave as intermediates for the title compounds. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

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