Schmidt rearrangement: Synthesis of some 3,4-dihydroquinolin-2(1H)-one derivatives | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X
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Schmidt rearrangement: Synthesis of some 3,4-dihydroquinolin-2(1H)-one derivatives

Author(s): Satbir Mor and Preeti Pahal

In the present study, synthesis of some (E)-3-arylidene-4-phenyl-3,4-dihydroquinolin-2(1H)-ones (4) derived from (E)-2-arylidene-3-phenyl-2,3-dihydro-1H-inden-1-ones (3) via NaN3/H2SO4 mediated Schmidt rearrangement in CHCl3 in moderate yields has been reported. The rearrangement underwent by aryl migration without shifting of double bond from exocyclic to endocyclic position. The structural confirmation of the synthesized compounds was ascertained by spectral (IR, NMR and mass) and elemental analysis data.


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