Ortho functionalization of N-(tert-butoxycarbonyl) aniline

JM Muchowski, MC Venuti

Index: Muchowski, Joseph M.; Venuti, Michael C. Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4798 - 4801

Full Text: HTML

Citation Number: 192

Abstract

0 yield (see Table I) when excess methyl iodide was used. The dianion 2 also reacted, to give the expected orthosubstituted products, with sundry other electrophilic reagents which included diphenyl disulfide, aromatic aldehydes, benzophenone, dimethylformamide, carbon dioxide, and phenyl isothiocyanate (see Table 1). When the dianion was quenched with benzonitrile or phenyl isocyanate, cyclization of the primary product occurred ...