ChemInform Abstract: A Facile and Efficient One-Pot Synthesis of Thiirans by the Reaction of Benzoxazolyl β-Ketosulfides with NaBH4/NaOH

Convenient and efficient procedures for thiirans have been developed via a one-pot reaction of benzoxazolyl β-ketosulfides with NaBH4 and NaOH in MeOH and THF. The reaction is considered to proceed via the spiro intermediate by the ipso-addition of β-hydroxygroup, which is formed by the NaBH4 reduction of β-keto group, to 2-position of benzoxazole group.