Sulfonyl.. . s. a. Sulfones

Sulfonyl... s. a. Sulfones (a-Sulfonylalkylidene)-phosphoranes 27, 656 Sulfonylamines s. a. Sulfonic acid amides o-Sulfonylaminoketones s. o-(Halogenomethylsulfonyl-amino)ketones Sulfonylcyanides... 

Thus, like a, )S-unsaturated ketones and sulfones, both thiirene dioxides and thiirene oxides are preferentially attacked by the less basic nucleophiles on the vinylic carbon atom. This would lead to formally 1,4 Michael-type adducts and/or other products resulting from further transformations following the initial formation of the a-sulfonyl and a-sulfoxy carbanions. 

The tosylation of carbon can be accomplished using electron transfer conditions. Treatment of styrene and analogs with Copper(II) Chloride and tosyl chloride or Benzenesulfonyl Chloride results in a formal replacement of the vinyl proton by the sulfonyl moiety (eq 35). The intermediacy of a trans-(S-chloro sulfone has been demonstrated by H NMR. Treatment with base induced the elimination of HCl. A variety of other sulfonyl transfer reagents can be ertployed in the synthesis of isolated /3-chloro sulfones, with good results (60-97% yield) for a variety of alkenes (ethylene, 1-butene, 2-butene, 1-octene, acrylonitrile, methyl acrylate, and 1,3-butadiene). ... 

Sulfonic acid amides (s. a. N-Sulfonyl..., Sulfonylamines) elimination of sulfur dioxide 24,278... 

Sulfonates s. Acyl sulfonates. Metal —, Phosphonium —, Sulfonic acid esters Suifonation s. a. Replacement of hydrogen by sulfonic acid groups N-Sulfonation 17, 355 Sulfones Cs. a. Replacement of sulfonyl groups, C- and a-Sulfonyl. . . )... 

O-Sulfonation with 1-sulfonyl-imidazoles 21, 223 suppl. 26 preferential 19, 802 Sulfone diimtnes (s. a. N,N -Bisphosphinosulfone diimines)... 

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