Cyclisations of azidoformates; formation of azepine dimers
Abstract
Pyrolysis of benzyl azidoformate at 300–350 °C gave an oxazolo[3,4-a]azepin-2-one which spontaneously dimerised by [6 + 4]exo-anti-cycloaddition, while the 2,4-dichlorobenzyl ester gave the isomeric syn-dimer; the 4-chlorobenzyl azidoformate gave a 3 : 2 mixture of the anti- and syn-dimers.