Additions of 1-(. alpha.-alkoxybenzyl) benzotriazoles to enol ethers. New routes to 1, 3-diethers

AR Katritzky, S Rachwal, B Rachwal…

Index: Katritzky, Alan R.; Rachwal, Stanislaw; Rachwal, Bogumila; Steel, Peter J. Journal of Organic Chemistry, 1992 , vol. 57, # 18 p. 4925 - 4931

Full Text: HTML

Citation Number: 18

Abstract

l-(a-Alkoxybenzyl) benzotriazoles undergo reversible ionization in solution to a benzotriazolyl anion (Bt-) and carboxonium cations PhCHO+ R Theae cations can attack the j3 carbon atom of enol ethers to give cation adducts which add the Bt-to form new a- (benzotriazol-1-y1) alkyl ethers in which the carbon chains are extended by an a- ethoxybenzyl group. Reactions of theae adducta with Grignard reagents produce the ...