4.4 Article

Microwave-assisted Synthesis of New Regioisomeric 6,7-Dihydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepin-5(5aH)-ones

Journal

JOURNAL OF HETEROCYCLIC CHEMISTRY
Volume 45, Issue 6, Pages 1659-1663

Publisher

WILEY
DOI: 10.1002/jhet.5570450616

Keywords

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Funding

  1. Colciencias, Universidad del Valle
  2. Consejerfa de Innovacion, Ciencia y Empresa (Junta de Andalucia, Spain)
  3. Universidad de Jaon

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Novel 11-amino-6-aryl-6,7-dihydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepin-5(5aH)-ones 4a-f were prepared regioselectively by the tricomponent reaction of 4,5,6-triaminopyrimidine 1, 1,3-indandione 2 and aromatic aldehydes 3a-f. The bicomponent approach, using 2,4,5,6-tetraaminopyrimidine 5 and 2-arylideneindandiones 6a-f as reagents, afforded 9,11-diamino-6-aryl-6,7-dihydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepin-5(5aH)-ones 7a-f in good yields and the regioisomeric 8,10-diamino derivatives 8a-c in lower yields. Both, bi- and tricomponent approaches were performed by microwave irradiation and all products were fully characterized by detailed NMR measurements.

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