Title of article :
Regioselective Synthesis of 3-(aryloxyacetyl)-2,3-dihydrothieno[3,2-c][1] benzothiopyran-4-ones: A Tandem [2,3] and [3,3]sigmatropic RearrangementApproach
Author/Authors :
Majumdar, K.C. University of Kalyani - Department of Chemistry, India , Chattopadhyay, S.K. University of Kalyani - Department of Chemistry, India , Ghosh, M. University of Kalyani - Department of Chemistry, India
Abstract :
Hitherto unreported 3-(aryloxyacetyl)-2,3-dihydrothieno[3,2-c][1]benzothiopyran-4-ones (4a-f) were synthesized in excellent yield by the application of the tandem [2,3] and [3,3] sigmatropicrearrangements of the 4-(4/-aryloxybut–2/-ynylthio)[1]benzothiopyran-2-ones (3a-f). The substrates (3a-f) were synthesized by phase transfer catalyzed alkylation of previously unreported 4-mercaptothiopyran-2-ones with different 1-aryloxy-4-chlorobut-2-ynes.
Keywords :
[2 , 3] and [3 , 3] sigmatropic rearrangement , 4 , mercaptothiopyran , 2 , ones , 3 , (aryloxyacetyl) , 2 , 3 , dihydrothieno[3 , 2 , c] [1]benzothiopyran , 4 , ones
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry