Abstract

AbstractA simple and facile approach is described for the regioselective synthesis of dihydrofuro[3,4‐b]quinolines from ortho‐alkynylquinoline‐Morita‐Baylis‐Hillman adducts under mild reaction conditions. Interestingly, in case of aromatic alkynes, 5‐exo‐dig cyclization was observed, while in case of aliphatic long chain alkynes, 6‐endo‐dig cyclized products were obtained. The present approach does not require any dry conditions, tedious work‐up or inert atmosphere for the production of dihydrofuro[3,4‐b]quinolines. The exact structures and stereochemistry of the synthesized molecules were assigned by NMR and X‐ray crystallographic analysis. Their photophysical properties were also evaluated.

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