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Microwave-assisted synthesis of new regioisomeric 6,7-dihydroindeno[1,2-e] pyrimido[4,5-b][1,4]diazepin-5(5aH)-ones

  • Braulio Insuasty
  • , Fabián Orozco
  • , Angélica García
  • , Jairo Quiroga
  • , Rodrigo Abonía
  • , M. Nogueras
  • , Justo Cobo

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

(Chemical Equation Presented) 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-aryl-ideneindandiones 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.

Original languageEnglish
Pages (from-to)1659-1663
Number of pages5
JournalJournal of Heterocyclic Chemistry
Volume45
Issue number6
DOIs
StatePublished - Nov 2008
Externally publishedYes

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