Review on the Chemistry of Sulfonohydrazides and Sulfonoazides

Sulfonyl Hydrazides in Organic Synthesis: A Review of Recent Studies

“…Existing reviews mainly focused on one specified kind of reaction or what products can be obtained. In 2010, El‐Sayed discussed about RSO 2 NHNR 2 in eliminations. In 2016, the Tian group provided an overview of the use of sulfonyl hydrazides as sulfonyl source with mechanism analysis in detail.…”

Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides

“…Sulfonyl azides have emerged as versatile synthetic intermediates, 7 yet their accessibility is limited and subject to the availability of their typical precursors – sulfonyl chlorides and sulfonamides. 13 We, therefore, tested if the dual catalytic direct decarboxylative procedure could be extended to a coupling reaction with azides, resulting in a one-step conversion of carboxylic acids to sulfonyl azides. Gratifyingly, the direct decarboxylative azidosulfonation could indeed be readily accomplished with sodium azide as the nitrogen nucleophile with minor adjustments of the reaction conditions (Table S4 † and Scheme 3 ).…”

Synthesis of Sulfonyl Azides

“…The reaction of sodium azide with a sulfonyl halide is the most direct synthetic approach to sulfonyl azides (Scheme 1). 6,[8][9][10] Less common approaches include reactions of sulfonyl anhydrides and a-disulfones with sodium azide. [11][12][13] Diazotization of sulfonyl hydrazides with NO + has also been employed but requires the availability of the hydrazides.…”