Preparation of 5-Substituted 2-Mercapto-1-methylimidazoles. Direct Metalation of 2-Mercapto-1-methylimidazole

Article abstract of DOI:10.1055/s-1990-27007

2-Mercapto-1-methylimidazole (1) is directly metalated with tert-butyllithium in tetrahydrofuran to give the 5,S-dianion 2.Reaction of the dianion 2 with a series of electrophiles gives regioselectively 5-substituted 2-mercapto-1-methylimidazoles 4, 5 and