TY - JOUR
T1 - Microwave-assisted synthesis of new regioisomeric 6,7-dihydroindeno[1,2-e] pyrimido[4,5-b][1,4]diazepin-5(5aH)-ones
AU - Insuasty, Braulio
AU - Orozco, Fabián
AU - García, Angélica
AU - Quiroga, Jairo
AU - Abonía, Rodrigo
AU - Nogueras, M.
AU - Cobo, Justo
PY - 2008/11
Y1 - 2008/11
N2 - (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.
AB - (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.
UR - http://www.scopus.com/inward/record.url?scp=57749099109&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570450616
DO - 10.1002/jhet.5570450616
M3 - Article
AN - SCOPUS:57749099109
SN - 0022-152X
VL - 45
SP - 1659
EP - 1663
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 6
ER -