Abstract
A- and d-ring modified luotonin-inspired heterocyclic systems have been synthesized starting from phenylalanine following a six-step route that includes the final key stage an intramolecular Povarov reaction.
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•A- and D-ring modified luotonin-inspired heterocyclic systems have been synthesized.•The six-step route that starts from phenylalanine has the final key stage an intramolecular Povarov reaction.•The synthesized analogues with reduced planarity were characterized by spectroscopic studies.
A small library of A- and D-ring modified luotonin-inspired heterocyclic systems have been synthesised in moderate to good yields following a six-step route that starts from phenylalanine and has the final key stage an intramolecular Povarov reaction of imines obtained from a tetrahydroquinoline-derived alkynyl aldehyde and various arylamines.