ARKIVOC

Attempted cycloaromatization of α-arylmethyl sulfones with 2-bis (methylthio) methylene-1-tetralone: unexpected formation of 2-aryl-3-(methylthio)-4, 5- …

S Nandi, S Kumar, H Ila, H Junjappa

Index: Nandi, Sukumar; Kumar, Sarvesh; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Arkivoc, 2010 , vol. 2010, # 6 p. 22 - 31

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Abstract

Abstract Base-induced conjugate addition-elimination of α-arylmethyl sulfones to α- oxoketene dithioacetal 1 followed by acid-induced cyclization affords 2-phenyl-3- (methylthio)-4, 5-dihydronaphtho [1, 2-b] furans which could be converted to parent aromatized products by DDQ dehydrogenation followed by Raney-Ni dethiomethylation. The approach was found to be amenable to a variety of sulfone components. Keywords: α- ...