The Journal of Organic Chemistry

Reformatskii reaction on. alpha.-oxo ketene dithioacetals: synthesis of substituted and fused ethyl 2-hydroxy-6-(methylthio) benzoates, 6-(methylthio) pyran-2-ones, …

A Datta, H Ila, H Junjappa

Index: Datta, Apurba; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Journal of Organic Chemistry, 1990 , vol. 55, # 21 p. 5589 - 5594

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Citation Number: 29

Abstract

A novel cycloaromatization reaction leading to substituted and annelated ethyl 2-hydroxy-6- (methylthio) benzoates 4 by condensation of a-oxo ketene dithioacetals with an excess of Reformatsky reagent from ethyl bromoacetate through intermediate dienes 3 has been described. The reaction has also been extended for the synthesis of substituted ethyl 3- hydroxy-5-(methylthio) stilbenecarboxylates 9 by using cinnamoyl ketene dithioacetals 8. ...