Abstract
A straightforward, tandem, copper-catalyzed N-arylation–condensation has been developed using chiral cyclic 1,2-diamines and ortho-haloaryl aldehydes or ketones. The corresponding chiral tricyclic 1,4-benzodiazepines were synthesized in high yields. Subsequently, the 1,4-diazepines have been converted to a new class of tetracyclic N-fused imidazobenzodiazepines (ImBDs) using the van Leusen reaction. A one-pot sequential strategy has also been demonstrated for the synthesis of ImBDs. The synthetic utility of 1,4-benzodiazepines and ImBDs is described.
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