Thiocyanation of alkylanilines. A simple and efficient synthesis of thiosulfonates containing 2-aminobenzothiazole
2000
Abstract Thiocyanation of anilines was used to introduce a thiol functionality and to construct the aminothiazole ring, all in a single step. A systematic study of thiocyanation of alkyl anilines was investigated to understand the regiochemistry of the reaction. X-Ray crystal structures of two 2-aminobenzothiazoles were determined to assign the structures without any ambiguity. The intermediates obtained were further expanded to thiosulfonates containing 2-aminobenzothiazoles, which are extremely valuable intermediates to synthesize HIV protease inhibitors.
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