- The Syntheses of 4b,5a-Dihydro-5H-benzophenanthroazirine and 1a,11b-Dihydro-6,11-dimethyl-1H-benzanthraazirine
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The syntheses of the K-imine derivatives of carcinogenic benzophenanthrene and 7,12-dimethylbenzanthracene are described.Treatment of trans-5-azido-5,6-dihydrobenzophenanthren-6-ol (3) and trans-6-azido-5,6-dihydrobenzophenanthren-5-ol (5) with thionyl chloride yielded the corresponding β-chloro azides, which in turn, were reacted with lithium aluminium hydride to give 4b,5a-dihydro-5H-benzophenanthroazirine (2).In a similar manner trans-5-azido-5,6-dihydro-7,12-dimethylbenzanthracen-6-ol (11) and trans-6-azido-5,6-dihydro-7,12-dimethylbenzan thracen-5-ol (13) were transformed to the respective chloro azides and, converted into 1a,11b-dihydro-6,11-dimethyl-1H-benzanthraazirine (10).
- Abu-Shqara, Elias,Blum, Jochanan
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p. 377 - 379
(2007/10/02)
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