In this communication we want to report our results regarding the reaction of N-imidoyliminotriphenylphosphorane and aldehydes. The reaction affords 3,4-dihydroquinazoline and/or quinazoline. the mechanism probably involves an aza-Wittig reaction followed by electrocyclic ring closure of the 1,3-diaza-1,3-diene intermediate. Subsequent [1,5] sygmatropic hydrogen shift results in the formation of 3,4-dihydroquinazoline that may aromatize spontaneously in the reaction condition to quinazoline.
Quinazolines by electrocyclic ring closure of 1,3-diaza-1,3-dienes / E. Rossi. ((Intervento presentato al 6. convegno Conference on Practice and Theory of Pericyclic Reactions tenutosi a firenze nel 1990.
Quinazolines by electrocyclic ring closure of 1,3-diaza-1,3-dienes
E. RossiPrimo
1990
Abstract
In this communication we want to report our results regarding the reaction of N-imidoyliminotriphenylphosphorane and aldehydes. The reaction affords 3,4-dihydroquinazoline and/or quinazoline. the mechanism probably involves an aza-Wittig reaction followed by electrocyclic ring closure of the 1,3-diaza-1,3-diene intermediate. Subsequent [1,5] sygmatropic hydrogen shift results in the formation of 3,4-dihydroquinazoline that may aromatize spontaneously in the reaction condition to quinazoline.
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