J. Augustine, Y. A. Naik, A. B. Mandal
Aug 22, 2008
Citations
0
Influential Citations
7
Citations
Journal
Synlett
Abstract
A novel and highly regioselective Friedel-Crafts alkyl- ation, producing p-alkyl 3,5-dimethoxyanilines by the reaction of aldehydes with 3,5-dimethoxyaniline in the presence of trifluoro- acetic acid and triethylsilane as reducing agent is reported. This pro- cedure is lauded by its high regioselectivity, simplicity, and adaptability to aromatic, heteroaromatic, and aliphatic aldehydes. This reaction represents a useful way to prepare a variety of 4-sub- stituted 3,5-dimethoxyanilines of potential pharmacological inter- est.