A Homologous Series of O??and N??Functionalized 2, 2??Difluoro1, 3??benzodioxoles: an Exercise in Organometallic Methodology

…, J Gorecka, E Castagnetti

Index: Schlosser, Manfred; Gorecka, Joanna; Castagnetti, Eva European Journal of Organic Chemistry, 2003 , # 3 p. 452 - 462

Full Text: HTML

Citation Number: 10

Abstract

Abstract The conversion of 2, 2-difluoro-1, 3-benzodioxole, an exceptionally acidic arene, via a 4-lithiated intermediate into more than three dozen new derivatives was conceived as a case study. The lithiated species was trapped by C 0-electrophiles (4-toluenesulfonyl azide, fluorodimethoxyborane, iodine), C 1-electrophiles (carbon dioxide, N, N- dimethylformamide, formaldehyde, dimethyl sulfate), C 2-electrophiles (oxalic acid ...