Epoxidation of 2, 3??Dimethylbenzofurans by Dimethyldioxirane

…, J Bialas, L Hadjiarapoglou, M Sauter

Index: Adam, Waldemar; Bialas, Joachim; Hadjiarapoglou, Lazaros; Sauter, Markus Chemische Berichte, 1992 , vol. 125, # 1 p. 231 - 234

Full Text: HTML

Citation Number: 14

Abstract

The synthesis of epoxides 2 by the reaction of the chloro-and methyl-substituted 2, 3- dimethylbenzofurans 1 with dimethyldioxirane at low temperature is reported. These labile epox-ides were spectroscopically characterized (lH and 13C NMR) at subambient temperatures. Epoxidation of benzofuran lc af-fords a 31: 69 mixture of epoxide 2c and quinone methide 3c, the latter presumably being produced by valence isomerization of the ...