Demethyl oxidative halogenation of diacyl dimethylsulfonium methylides

Abstract

α-Halo-α-methylthio-β-ketosulfones containing a quaternary halocarbon stereocenter were prepared via selectively demethyl oxidative halogenations of diacyl dimethylsulfonium methylides in moderate to excellent yields (39 examples; up to 98%). The current protocols...

Synthesis of Sulfo(xo)nium Diacylmethylides

“…Sulfo(xo)nium diacylmethylides can be compatible with more harsh reaction conditions and show novel activities, possibly a blessing in disguise. In the recent decade, sulfo(xo)nium diacylmethylides have been proved to give rise to furan derivatives, [23] 3-acyl oxindoles, [24] benzo[b]thiophene 1,1dioxides, [25] vinyl sulfones, [26] and α-acyl sulfones with a halogenated quaternary carbon center [27] and can also be used as alkylating and arylating reagents (Scheme 1b). [28] As a results, the preparation of sulfo(xo)nium diacylmethylides with new synthetic strategies has been gradually described.…”