The reaction of anthranilonitrile and triethylorthoformate revisited: formation of dimeric and trimeric species

The reaction of anthranilonitrile and triethylorthoformate was performed under different experimental conditions, leading to substituted quinazolines, triazachrysenes or quinazolinyl-aminophenyl quinazolines. A mechanistic proposal is presented to rationalize the formation of these compounds. The fluorescence properties of the highly conjugated triazachrysene structures were studied and the fluorescence quantum yield for compounds 5 and 13 was comparable to that of pyrene.

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