REACTIONS OF THIOKETEN S-OXIDES WITH DIAZO COMPOUNDS A NOVEL SYNTHESIS OF HETEROCYCLIC SULFINES

Article abstract of DOI:10.1016/S0040-4020(01)97738-5

Thioketen S-oxides 1 react with 2-diazopropane (2a) to give 1-pyrazoline-4-thione S-oxides 3.Addition of diazomethane to 1 yields a stable 1:1-adduct only from the S-oxide 1c.The constitution of both types of cycloadducts (3, 11) was proven by X-ray diffraction.Irradiation of 3 leads to loss of nitrogen to afford the alkylidene thiirane S-oxides 12.