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A new selective two-step synthesis of β-isothiocyanato ketones from α,β-unsaturated ketones has been developed. This synthesis includes preparation of β-azidoketones with subsequent reaction of these with triphenylphosphine and carbon disulfide. This approach is especially useful for synthesis of β-unsubstituted β-isothiocyanato ketones, which are impossible to prepare with sufficient purity via commonly used procedures.

A Selective Synthesis of β-Isothiocyanato Ketones Through a Staudinger/Aza--Wittig Reaction of β-Azido Ketones. -Three β-isothiocyanato ketones (III) are synthesized by reaction of β-azido ketones and CS2. By reaction with ammonia or methylamine they can be transformed into the corresponding pyrimidinethiones of type (IV) or (VI). -(FESENKO, A. A.; DEM'YACHENKO, E. A.; FEDOROVA, G. A.; SHUTALEV*, A. D.; Monatsh. Chem. 144 (2013) 3, 351-359, http://dx.doi.org/10.1007/s00706-012-0869-3 ; Dep. Org. Chem., Lomonosov Moscow State Acad. Fine Chem. Technol., Moscow 119571, Russia; Eng.) -M. Bohle 29-178