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An approach to novel fused triazole or tetrazole derivatives starting from benzimidazo[1,2‐ a ]quinazoline‐5(7 H )‐one and 5,7‐dihydro‐5‐oxopyrido[3′,2′:5,6]pyrimido[1,2‐ a ]benzimidazole
Author(s) -
Da Settimo Antonio,
Primofiore Giampaolo,
Da Settimo Federico,
Pardi Gianluca,
Simorini Francesca,
Marini Anna Maria
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390523
Subject(s) - chemistry , tetrazole , quinazoline , benzimidazole , thio , triazole , 1,2,4 triazole , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry
The synthetic potential of the title compounds benzimidazo[1,2‐ a ]quinazoline‐5(7 H )‐one 2a and 5,7‐dihydro‐5‐oxopyrido[3′,2′:5,6]pyrimido[1,2‐ a ]benzimidazole 2b for the construction of novel polyhetero‐cyclic frameworks is reported. Compounds 2a,b , by conversion into their thio analogues 3a,b , were used for the synthesis of tetrazole ( 5a,b ) and triazole ( 7a,b ) derivatives, as well as for an unexpected synthesis of tri‐azoles 8a,b , isomers of 7a,b , resulting from the occurrence of a Dimroth rearrangement.