Journal of heterocyclic chemistry

1a, 11b??dihydrobenz [5, 6] anthr [1, 2??B] azirine. A non k??region polycyclic arene imine

J Blum, S Ben??Shoshan

Index: Blum. Jochanan; Ben-Shoshan, Shoshanna Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1461 - 1464

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Citation Number: 7

Abstract

Abstract The synthesis of the title compound 9 is described. Benz [a] anthracene 8, 9-oxide (6) was reacted with sodium azide in aqueous acetone and the trans-9-azido-8, 9- dihydrobenz [a] anthr-8-ol (7), so formed, was cyclized by tri-n-butylphosphine. Attempts to dehydrogenate 10, 11-dihydrobenz [a] anthracene 8, 9-imine (4) with DDQ or by allylic bromination followed by base assisted dehydrobromination was unsuccessful. The N-tosyl ...