ChemInform Abstract: Chemistry of Sulfonimide Acids Derivatives

Abstract

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A New, Practical One‐Pot Synthesis of Unprotected Sulfonimidamides by Transfer of Electrophilic NH to Sulfinamides

“…Sulfonimidamides 2 were first synthesized in 1962 by Levchenko and co‐workers . Since then, only a few synthetic approaches for the preparation of sulfonimidamides have been reported, usually involving the nucleophilic substitution of a sulfonimidoyl chloride 7 by an amine (Scheme ) . The required key chloride intermediates 7 have been prepared through different strategies that generally hinge on the oxidative imidation of sulfinyl chlorides 5 , oxidative chlorination of sulfinamides 6 or deoxychlorination of secondary sulfonamides 1 .…”

Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds

“…Their chemistry was reviewed by Levchenko and co-workers in 2000. 344 Here, we present several papers devoted to the preparation of these compounds, but they will also appear in other sections, especially in the one concerning sulfonimidamides.…”

Untitled

“…21 The first application of phosphazenes 39 to the synthesis of alkenes was described by Peralta-Pérez and López-Ortiz: Scheme 18. The reviews appearing during 2000 include: the preparation and cleavage of 1,3-dithiolanes, 23 transformations induced by triflic anhydride, 24 preparation of blactams by condensation of thiol ester enolates and imines, 25 preparation and applications of cyclic sulfites and cyclic sulfates, 26 synthesis of vinylsulfides, 27 metalcatalysed carbon-sulfur bond formation, 28 sulfonimidic acid derivatives, 29 use of sulfones and sulfoxides in total synthesis (covering the preceding 15-20 years), 30 Procter's comprehensive review of the synthesis of thiols, selenols, sulfides, sulfoxides, selenoxides, sulfones and selenones (covering July 1998 to July 1999), 31 sulfoximine chemistry (emphasising developments since 1985), 32 and bis(alkylthio)carbenes as novel reagents. 33 Luh and co-workers' review of transition metal-catalysed activation of aliphatic C-X bonds in carbon-carbon bond formation includes material on C-S bonds.…”