62995-09-9Relevant academic research and scientific papers
Iron(II)-mediated nitrene transfer from t-butyloxycarbonyl azide (BocN3) to sulfoxides, sulfides, and ketene acetals
Bach, Thorsten,Koerber, Christina
, p. 5015 - 5016 (1998)
The nitrene transfer from t-butyloxycarbonyl azide (BocN3) to several nucleophiles is promoted by ferrous chloride (FeCl2) and yields the corresponding N-Boc protected sulfoximides, sulfimides, or α-amino alkanoates. Whereas the sulf
SUBSTITUTED DIALKYL(OXIDO)-LAMBDA4-SULFANYLIDENE NICOTINAMIDE DERIVATIVES AS KINASE INHIBITORS
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Paragraph 0131; 0132; 0133, (2015/06/24)
The present invention relates to organic molecules capable of modulating tyrosine kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation.
The preparation of N-tert-butyloxycarbonyl-(Boc-)protected sulfoximines and sulfimines by an iron(II)-mediated nitrene transfer from BocN3 to sulfoxides and sulfides
Bach, Thorsten,Koerber, Christina
, p. 1033 - 1039 (2007/10/03)
The imidation of sulfides and sulfoxides to the corresponding sulfimides and sulfoximides was carried out with N-tert-butyloxycarbonyl azide (BocN3) in the presence of FeCl2. Sulfoxides 1 reacted at room temperature in CH2
Formation and Reactions of C-Nitrosoformate Esters, A New Class of Transient Dienophiles
Kirby, Gordon W.,McGuigan, Henry,Mackinnon, John W. M.,McLean, David,Sharma, Ram Prakash
, p. 1437 - 1442 (2007/10/02)
Oxidation of N-hydroxycarbamic esters, ROCONHOH, with tetraethylammonium or sodium periodate in the presence of conjugated dienes gave N-alkoxycarbonyl-3,6-dihydro-2H-1,2-oxazines, formed apparently by cycloaddition of transient C-nitrosoformate esters, ROCONO, with the dienes.Cleavage of various N-alkoxycarbonyl derivatives under mild conditions is exemplified.The cycloadduct (10a) of benzyl nitrosoformate and 9,10-dimethylanthracene decomposed in benzene at 80 deg C in the presence of thebaine (3) to give the corresponding adduct (4a) of thebaine, together with 9,10-dimethylanthracene.Similarly, the adduct (6b) of 2,2,2-trichloroethyl nitrosoformate and cyclopentadiene, when heated with ergosteryl acetate, gave the corrresponding adduct (8b) of the steroid.Benzyl and t-butyl azidoformates decomposed in dimethyl sulphoxide at 115-130 deg C in the presence of thebaine to give the adducts (4a) and (4c) of benzyl and t-butyl nitrosoformate and the alkaloid.The other, major products were the sulphoximides (20a) and (20c).Alkoxycarbonylnitrenes, therefore, attack dimethyl sulphoxide either on sulphur, to give sulphoximides, or on oxygen, to give nitrosoformates.Benzyl nitrosoformate, generated thermally from either the adduct (10a) or (6a), reacted with triphenylphosphine to give, apparently, benzyloxycarbonylnitrene which attacked the solvent, benzene, to form N-benzyloxycarbonylazepine (24a).The adduct (6c) of t-butyl nitrosoformate and cyclopentadiene behaved likewise to give the azepine (24c).The reaction of (6c) with triphenylphosphine in benzene or dichloromethane gave a small quantity of 5,5-dimethyloxazolidin-2-one (26), a known cyclisation product of t-butyloxy-carbonylnitrene.
