Reaction of 3-iodochromone with nucleophiles 2. Reaction with mercaptoazoles

Citation
Y. Sugita et al., Reaction of 3-iodochromone with nucleophiles 2. Reaction with mercaptoazoles, HETEROCYCLE, 53(10), 2000, pp. 2191
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
53
Issue
10
Year of publication
2000
Database
ISI
SICI code
0385-5414(20001001)53:10<2191:RO3WN2>2.0.ZU;2-E
Abstract
3-Iodochromone (1a) easily reacted with mercaptoazoles in the presence of p otassium carbonate to give 3-azolylthiochromones in good yields. In the cas e of 2-mercaptobenzimidazole (2a) as a nucleophile, the benzimidazo[2,1-b]t hiazole derivative (4a) was obtained as the major product along with 3-(1H- benzimidazol-2-ylthio)chromone (3a). The ratio of the two products was foun d to be affected by the electron density on the nitrogen atom in the benzim idazole ring.