N-phenylmaleimides, o-, m- and p- substituted (1) reacted with excess chlorosulfonic acid to give the corresponding sulphonyl chlorides (2-5). These were condensed with amines and phenols to give derivatives (7-29) which underwent hydrolysis or ammonolysis to give respectively the sulfamoyl maleamic acids (31-34) and sulfamoyl maleamides (35-39).
N-phenylmaleimides, o-, m- and p- substituted (1) reacted with excess chlorosulfonic acid to give the corresponding sulphonyl chlorides (2-5). These were condensed with amines and phenols to give derivatives (7-29) which underwent hydrolysis or ammonolysis to give respectively the sulfamoyl maleamic acids (31-34) and sulfamoyl maleamides (35-39).
Synthesis of Di- and Tetra-Sulfonated Heterocyclic Compounds by Crisscross Cycloaddition Reactions
作者:Augusto C. Tomé、José A. S. Cavaleiro、Fernando M. J. Domingues、Richard J. Cremlyn
DOI:10.1080/104265090930362
日期:2005.12
Using sulfonated diaryl azines and sulfonated N-arylmaleimides as starting reagents, a range of di- and tetra-sulfonated crisscross cycloadducts were selectively prepared. While the di-sulfonated adducts were obtained by carrying out the cycloaddition reaction in solution, the tetra-sulfonated adducts could be obtained only by fusion of the two reagents in the absence of solvent. The stereoisomers of the sulfonated cycloadducts were separated by preparative TLC.
Tome, Augusto C.; Cavaleiro, Jose A. S.; Domingues, Fernando M. J., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 79, # 1,4, p. 187 - 194
作者:Tome, Augusto C.、Cavaleiro, Jose A. S.、Domingues, Fernando M. J.、Cremlyn, Richard J.