N-sulfonylamines

Pronucleophiles Serving as Ammonia Surrogates N,N-Diacylamines, Trifluoroacetamide and N-Sulfonylamines... 

N-Sulfonylamine activation. Iminoiodine(III) compounds (which can serve as nitrene sources) are produced when sulfonamides are combined with PhI(OAc)2." In the presence of sulfides, A-sulfonylsulfilimines (R2S=NS02R ) are formed. ... 

Dichlorobis (triphenylphosphine ) palladium (II)j cuprous iodide j trie thy lamine 1-Sulfonylindoles from o-iodo-N-sulfonylamines and acetylene derivs. 

Iminosulfonic acid esters Sulfonic acid amides N-Sulfonylamines Sulfonylammonium salts, quaternary Sulfonyliminoesters Sulfurous acid amide esters Thionitric acid esters... 

Some 2-azabutadienes also undergo [4+2] cycloaddition reactions with alkyl N-sulfonylamines, but linear adducts are also obtained. ... 

Exploratory Use of Diazirines Formation of Glycosyl Phosphines, Stannanes, N-Sulfonylamines, Esters, Boranes, and Alanes, and of 1,1-Difluorides... 

Attempts were made to prepare a terminal 5,6-epiminofuranose derivative by treatment of 6-benzamido-6-deoxy-l,2-(9-isopropylidene-5-(9-methanesulfonyl-ot-D-glucofuranose with lithium aluminum hydride or sodium ethoxide. In both cases, only 6-benzamido-6-deoxy-l,2-(9-isopropylidene-ot-D-glucofuranose was obtained, indicating hydrolysis of the methanesulfonate. b. A-Aryl(alkyl)sulfonylamines.—In comparison with the preceeding method, eyelization of vicinal sulfonamido-sulfonates has two advantages formation of oxazolines is excluded, and the reaction proceeds more readily because of enhanced acidity of the N-H group and facile formation of the N anion, which is considered the reactive species. Lower temperatures and weaker bases are therefore sufficient to induce eyelization. 

Sodium hydride can also be used to deprotonate certain sp carbon atoms. Deprotonation of acyldiazomethanes using sodium hydride followed by treatment with Al-sulfonylamines gave N-tosyl diazoketamines in good yields (eq 53). ... 

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

Sulfonamido... s. Sulfonylamin... Sulfonates s. Boryl sulfonates. Sulfonic acid esters N-Sulfonaiion in aq. medium 27, 295... 

IV-Sulfinylsulfonamides (RS02N=S=0) are considerably more reactive than N-sulfinylamines. A-Sulfonylamines and sulfurdiimides undergo [2-f2] cycloaddition reactions with C=C, C=0, C=N, C=S, S=0 and F S double-bonded compounds. Sometimes, the cycloadducts are isolated but more often elimination of SO2 or S2O, or fragmentation of the initial cycloadducts is observed. 

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