Base catalyzed cyclization of N-aryl and N-alkyl-O-propargyl carbamates to 4-alkylidene-2-oxazolidinones

…, Y Chandrasekaran, R Megha, S Chandrasekaran

Index: Ramesh, Ramapanicker; Chandrasekaran, Yogesh; Megha, Rajendran; Chandrasekaran, Srinivasan Tetrahedron, 2007 , vol. 63, # 37 p. 9153 - 9162

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Citation Number: 25

Abstract

The base catalyzed cyclization of N-aryl and N-alkyl-O-propargyl carbamates is studied in detail. The effect of various bases and solvents on the efficacy of this cyclization reaction is analyzed and a new base–solvent system (LiOH in DMF) for effective cyclization of these carbamates is reported. A number of differentially substituted O-propargyl carbamates were cyclized to the corresponding 2-oxazolidinones under these conditions. The reaction ...