1541-27-1

Upstream product

• 3880-06-6 N-fluorourethan 
• 75-05-8 acetonitrile 
• 110-83-8 cyclohexene 
• 54145-10-7 ethyl N-<<(4-methylphenyl)sulphonyl>oxy>carbamate 
• 2955-74-0 ethyl N-{[(4-nitrobenzene)sulfonyl]oxy}carbamate 
• 66121-61-7 N,O-bistrimethylsilyl-N-(ethoxycarbonyl)hydroxylamine 

Downstream Products

• 112476-20-7 ethyl <2-(phenyltelluro)cyclohexyl>carbamate 
• 2955-77-3 d.l-trans-2-Aethoxycarbonylamino-cyclohexanol-⁽¹⁾ 
• 90498-83-2 trans N-(2-fluorocyclohexyl)urethan 
• 51800-13-6 trans N-(2-acetamidocyclohexyl)urethan 
• 13640-77-2 2-ethoxycarbonylaminocyclohexanone 

Relevant academic research and scientific papers

Cs2CO3 or CaO as promoters of ethyl N-{[(4-methylphenyl)sulphonyl]oxy}carbamate in amination reactions

Replacing triethylamine by heterogeneous inorganic bases makes it possible to aminate benzene or other nitrene acceptors, using the title reagent, previously reported to be scarcely reactive. Products of C-H insertion and/or those coming from intermediate aziridines are also obtained.

Improved amination by ethyl n-(4-nitrophenyl)sulphonyloxy carbamate in the presence of inorganic oxides or carbonates

Inorganic solid bases give rise to α-elimination reactions of NsONHCO2Et under easy and mild conditions without catalyst or ultrasounds. For several kinds of substrates, a comparison of yields and reaction times with previous methods is presented.

CAN (ETHOXYCARBONYL)NITRENE SELECTIVITY BE CONTROLLED BY MICELLAR PSEUDOPHASE?

The effect of cationic surfactants in the reaction of cyclohexene and (ethoxycarbonyl)nitrene has been studied.When the counter-ion of the surfactant was bromide, the products of bromination of cyclohexene or those requiring the intermediacy of nitrene were observed.The latter were the only products if nitrate was the counter-ion of the surfactant, using N-oxy>urethan, even without added base.

THE ELECTROCHEMICAL REDUCTION OF N-FLUOROETHANS IN ACETONITRILE. THE GENERATION OF CARBETHOXYNITRENE

The electrochemical reduction of N-fluoro-N-methylurethan (1a) and N-fluorourethan (2a) in acetonitrile generates the amide anion and fluoride ion.Both the fluoride and the amide react with the starting N-fluoroamide either as bases or as nucleophiles.Many products are formed and the coulometric results are low (0.5 to 0.7 F/mol).In the case of NFU (2a), abstraction of the proton on nitrogen both by the urethan anion and the fluoride anion generates the conjugate base EtOCOF (7) which immediately undergoes α-elimination of the fluoride ion to give carbethoxynitrene (11).This nitrene was generated also by treating NFU (2a) with a base such as triethylamine of lithium hydride.The α-elimination of F1- from EtOCOF is much easier than α-elimination of Cl1- from EtOCOCl.

Investigation of Thermally Induced α-Deoxysilylation of Organosilylated Hydroxylamine Derivatives as a General Method for Nitrene Production

A variety of organosilylated hydroxylamine derivatives have been synthesized and studied as possible nitrene generators by thermally induced α-deoxysilylation: GN(OR')SiR3 GN + R'OSiR3, where G = EtO2C, ArCO, ArSO2, Me, H, and Ph2PO.The methods used to assess nitrene formation include trapping product characterization, substitutent variation, kinetic activation parameter measurements, Hammett studies, and solvent effects.While the latter two types of precursors were only briefly investigated because of their marked resistance to fragmentation, the combined data for the remaining compounds are consistent with the intermediacy of a nitrene.The existence of alternative deoxysilylation pathways is discussed in some cases, and for comparison with the nitrogen systems reported herein, kinetic activation parameters for α-deoxysilylation about carbon and silicon have been determined.