Tetrahedron

Efficient synthesis of halo indanones via chlorosulfonic acid mediated Friedel–Crafts cyclization of aryl propionic acids and their use in alkylation reactions

AK Sharma, AV Subramani, CB Gorman

Index: Sharma, Anil K.; Subramani, Amutha V.; Gorman, Christopher B. Tetrahedron, 2007 , vol. 63, # 2 p. 389 - 395

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Citation Number: 24

Abstract

Several halo indanones were synthesized from benzyl Meldrum's acid derivatives in two steps. Although several Lewis acids are effective for the Friedel–Crafts ring-closing reaction on more electron-rich arenes, in the case of the electron-deficient arenes this chemistry is not efficient. Here it is reported that chlorosulfonic acid (used as solvent) is an efficient reagent for cyclization of electron-withdrawing arenes. These molecules are potentially ...