90485-89-5Relevant academic research and scientific papers
ARE THIOPHENES ATTACKED AT SULPHUR BY NITRENES?
Meth-Cohn, Otto,Vuuren, Gerda van
, p. 1105 - 1108 (1986)
Ethyl azidoformate is shown to attack a range of thiophenes at sulphur giving transient S,N-ylides which can be trapped with acenaphthylene as adducts; thiophene yields self-trapped products also.
The Chemistry of Acyl- and Sulphonyl-thionitroso Compounds
Meth-Cohn, Otto,Vuuren, Gerda van
, p. 245 - 250 (2007/10/02)
Thiophene S,N-ylides undergo cycloadditions with nucleophilic alkenes to give adducts with concomitant extrusion of acylthionitroso compounds.These new and highly reactive species may be trapped by dienes (to give thiazines by cycloaddition) or by enes (to give acylthiohydroxylamines by ene reaction).With suitable dienes such as isopropene and dimethylbutadiene, the ene reaction competes with the diene addition.In the absence of trap, ethyl thionitrosoformate in aromatic solvents yields bis(ethoxycarbonyl amino) sulphide, while with cyclopentadiene a 2:1 adduct, a rare example of a 1,3,2,4-dithiadiazine, is formed.Thiophene is shown to yield a transient S,N-ylide on treatment with ethoxycarbonylnitrene.
DERIVATIVES OF SULFOXYLIC DIAMIDE
Pel'kis, N. P.,Levchenko, E. S.
, p. 1963 - 1967 (2007/10/02)
N,N'-Disubstituted sulfur diimides are reduced by the action of thiophenols to N,N'-disubstituted sulfoxylic diamides R1NHSNHR2.Compounds where R1 = R2 = SO2Ar, COPh enter readily into reaction both with retention and with cleavage of the S-N bond.In reaction with secondary amines and CH acids they are "carriers of sulfur." 2,5-Diaroyl-1,2,5-thiadiazolidine-3,4-diones are formed by the successive action of trimethylchlorosilane and oxalyl chloride on the compounds where R1 = R2 = COPh, COC6H4Cl-p.
