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Synthesis of some (E)-3-arylidene-3,4-dihydroquinolin-2(1H)-ones via Schmidt rearrangement
Author(s): Satbir Mor* and Preeti Pahal
In the present study, synthesis of some (E)-3-arylidene-3,4-dihydroquinolin-2(1H)-ones (4) derived from 2,3- dihydro-1H-inden-1-one (1) via NaN3/H2SO4 mediated Schmidt rearrangement in moderate yields has been reported. The rearrangement occurred by aryl migration without shifting of double bond from exocyclic to endocyclic position. The structural substantiation of the synthesized compounds was carried out by means of spectral (IR, NMR and mass) as well as elemental analysis results.