The use of phosphonium anhydrides for the synthesis of 2-oxazolines, 2-thiazolines and 2-dihydrooxazine under mild conditions

MJ Petersson, ID Jenkins, WA Loughlin

Index: Petersson, Maria J.; Jenkins, Ian D.; Loughlin, Wendy A. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 4 p. 739 - 746

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Citation Number: 23

Abstract

β-Hydroxy amides6 and 7 were treated with triphenylphosphonium anhydride trifluoromethane sulfonate (3), or the cyclic analogue 4, to generate 2-oxazolines 5 and 8 under mild conditions. The reaction was optimised by examining the number of equivalents of reagents 3 or 4, or diisopropylethyl amine required to best effect cyclisation. The effects of altering the reaction temperature, reaction time, concentration, solvent, and addition rate ...