Abstract
The facile (55–60 °C) reductive functionalization of phenanthridine with acylacetylenes and water in MeCN led to the stereoselective formation of N-(Z)-acylethenyl-6-hydroxydihydrophenanthridines in 24–57% yield. This functionalization contrasts with the reactions of pyridines and quinolines with the same reagents wherein either ring opening (for pyridines) or diverse functionalizations (for quinolines) of the azine ring occurs. The functionalized dihydrophenanthridines thus obtained represent a new prospective family of precursors and building blocks for biochemistry and drug discovery.
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