Survey reactivity of some bidentate nucleophile toward 2, 3, 5, 6-tetrafluoro-4-(phenyl sulfonyl) pyridine

Polyfunctional heteroaromatic compounds are useful systems used to access a wide range of interesting compounds [1]. The introduction of fluorine atoms to heterocyclicsystems has an important effect upon the biological and chemical properties of these compounds [2]. Additionally, perfluorinated heteroaromatics are useful scaffolds forthe synthesis of a wide range of heterocycles due to their high reactivity toward nucleophilic attack as a result of their electron-deficient nature [3]. The order of nucleophilic attack on pentafluoropyridine follows the sequence 4- F > 2-F > 3-F.8– 10 Perfluoropyridines are highly regarded for their synthetic utility. In this paper, the reaction of 2-benzoxazolinone(1) as a model compound, with 4- phenyl sulfonyl tetrafluoro pyridine(2) in the presence on K2CO3, as a base in CH3CN under reflux condition gave 2,3-difluoro-4-(phenylsulfonyl)-5aH-benzo[4, 5]oxazolo[2, 3: 2, 3] oxazolo[4, 5-b] pyridine(3) in moderate yield.