Sulfonylhydrazones sulfones

Sulfonic acid hydrazides Sulfonylhydrazines 25 N-Sulfonylazo compds. Sulfonylhydrazones Sulfonylhydrazonium salts... 

N2O2SC a-Diazosulfones a-Ketosulfone hydrazones Monosulfonylcarbodimides Sulfonylamidines Sulfonic acid amidines 5 N-Sulfonylformamidines 20 N -Sul fony Icyanamides Sulfonylformaldehyde hydrazones Sulfonylhydrazones Thiourea S-dioxides... 

The synthesis of sulfones has been performed by iron-catalysed decomposition of sulfonylhydrazones. As commonly accepted for the related Bamford Stevens reaction, the reaction is thought to proceed through generation of a diazocompound by base-mediated thermal decomposition of the sulfonylhydrazone, leading to an intermediate iron carbenoid (65), which forms the sulfone (66) when trapped by the sulflnate anion released in the first step (Scheme 9). 

Thiadiazoles. Sulfonyl hydrazide resin 74 could also serve as a sulfone linker in SPS. Porco and coworkers have demonstrated the use of resin 74 for the preparation of sulfonylhydrazone resin 112, which was subsequently applied to the synthesis of 1,2,3-thiadiazoles 113 (Scheme 12.27a).Resin 74 has also been efficiently employed in the resin capture of ketones in a hybrid solution/solid-phase synthesis of 1,2,3-thiadiazoles (Scheme 12.27b). The resin-bound sulfonylhydrazones with aryl halide substituents 112a could be subjected to Stille reaction for the generation of more diverse thiadiazole structures 113a. 

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