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Paper | Regular issue | Vol 53, No. 10, 2000, pp.2191-2199
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9007
Reaction of 3-Iodochromone with Nucleophiles. 2. Reaction with Mercaptoazoles

Yoshiaki Sugita,* Shengzhen Yin, and Ichiro Yokoe*

*Faculty of Pharmaceutical Sciences, Josai University, Sakado, Saitama 350-0295, Japan


3-Iodochromone (1a) easily reacted with mercaptoazoles in the presence of potassium carbonate to give 3-azolylthiochromones in good yields. In the case of 2-mercaptobenzimidazole (2a) as a nucleophile, the benzimidazo[2,1-b]thiazole derivative (4a) was obtained as the major product along with 3-(1H-benzimidazol-2-ylthio)chromone (3a). The ratio of the two products was found to be affected by the electron density on the nitrogen atom in the benzimidazole ring.