T. Giannopoulos, J. R. Ferguson, B. Wakefield
Jan 14, 2000
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron
Abstract
Abstract 3-Trichloromethylnitrobenzene 2 , 1,3-dinitro-5-trichloromethylbenzene 13 and 3-trichloromethylbenzonitrile 18 react with sodium methoxide to give 4-methoxy-3-nitrobenzaldehyde 6 , 4-methoxy-3,5-dinitrobenzaldehyde 15 and 5-dimethoxymethyl-2-methoxybenzonitrile 19 , respectively. Compounds 2 and 13 react with methyl thioglycolate to afford dichloromethylacetates 7 and 16 , respectively. These products are the result of tele nucleophilic aromatic substitution. Compound 18 reacted with methyl thioglycolate to give acetate 20 resulting from nucleophilic displacement of cyanide. Reductive cyclisation of 7 afforded benzothiazine 11 .