6780-41-2

Upstream product

• 64-17-5 ethanol 
• 160693-94-7 benzophenone-(O-benzenesulfonyl oxime ) 
• 141-52-6 sodium ethanolate 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 62-53-3 aniline 
• 93-89-0 benzoic acid ethyl ester 
• 96995-37-8 ethyl 1-(phenylimino)phenylmethanesulfenate 
• 93-98-1 N-phenyl benzoyl amide 
• 75-03-6 ethyl iodide 
• 98-09-9 benzenesulfonyl chloride 
• 94404-84-9 Fe3(μ-NC6H5)2(CO)8(C(OC2H5)C6H5) 
• 18263-20-2 thiobenzanilide S-oxide 

Downstream Products

• 15879-11-5 benzoyl-phenyl-carbamic acid ethyl ester 
• 61582-62-5 4-methoxy-N-phenyl-dibenzamide 
• 14929-23-8 3-methyl-4,5-diphenyl-4H-1,2,4-triazole 
• 2080-29-7 5-(anilino-phenyl-methylene)-2-phenyl-thiazol-4-one 
• 89722-98-5 2-Ethoxy-1,2,4,5-tetraphenyl-1,2-dihydro-pyrrol-3-one 
• 93-98-1 N-phenyl benzoyl amide 
• 75-00-3 chloroethane 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 93-89-0 benzoic acid ethyl ester 
• 62-53-3 aniline 
• 58198-40-6 2-Hydroxy-2,4,5-triphenyl-3(2H)-furanone 

Relevant academic research and scientific papers

Formation of Imidates, Amides, Amines, Carbamates, and Ureas from the μ3-NPh Ligands of Fe3(μ-NPh)2(CO)9

The bis(nitrene) cluster Fe3(μ3-NPh)2(CO)9 (1) reacts with Li, MeLi, PhLi, and NaOMe to form the formyl and acyl clusters 3-NPh)2(CO)8CR>- (4, R=H; 6, R=Ph; 7, R=Me; 8, R=OMe).Formyl cluster 4 is unstable at room temperature and slowly loses CO to form the hydride cluster 3-NPh)2(CO)8>-.The benzoyl cluster 7 reacts with EtOTf to yield the nitrene-carbene cluster Fe3(μ3-NPh)2(CO)8(CPh) (9) which has been structurally characterized: Pbca, a=13.668(6) Angstroem, b=17.588(7) Angstroem, c=25.644(8) Angstroem, V=6164(7) Angstroem3, Z=8, R=0.060, Rw=0.075 for 2982 reflections with Fo>2?(Fo).The carbene ligand is bound to a basal iron atom, and the carbene carbon lies within the Fe3 plane.The carbene and nitrene ligands in 9 couple to form the imidate PhN=C(OEt)Ph when 9 is exposed to air or allowed to stand in solution for prolonged periods under CO or N2 atmospheres.A crossover experiment showed this coupling to be strictly intramolecular.Similar nitrene-benzoyl coupling from 7 gives benzanilide, and the methoxycarbonyl and nitrene ligands in 8 couple to give methyl N-phenylcarbamate when the clusters are oxidatively degraded with +.The latter reaction models mechanictis suggestions previously made for the M3(CO)12 (M=Fe, Ru) catalyzed carbonylation of PhNO2 to yield carbamates.The bis(phosphinidene) cluster Fe3(μ-PPh)2(CO)9 (2) also reacts with PhLi to yield a benzoyl derivative, 3-PPh)2(CO)8(CPh)>-.However, addition of EtOTf to this species does not result in a carbene cluster analogous to 9, but instead phosphinidene-carbene coupling occurs to give Fe3(μ3-PPh)(μ3-PhPCPh)(CO)9 which has been structurally characterized: P, a=9.241(2) Angstroem, b=10.233(3) Angstroem, c=19.564(5) Angstroem, α=84.53(2) deg, β=84.43(2) deg, γ=76.41(2) deg, V=1784.7(8) Angstroem3, Z=2, R=0.0557, Rw=0.0602 for 3710 reflections with Fo>3?(Fo).The phosphorous atom of the μ3-PhPCPh ligand bridges two iron atoms, and the ethoxy-substituted carbon is attached to the third iron atom.

α-Imino sulfenates and α-imino sulfoxides via electrophilic alkylation of amino sulfines (thioamide S-oxides)

Treatment of amino sulfines (thioamide S-oxides) 1 with triethyloxonium tetrafluoroborate, followed by sodium carbonate, leads to α-imino sulfenates 3.Reaction of 3 with primary and secondary amines gives α-imino sulfenamides 5.Treatment of amino sulfines with sodium hydride, followed by an alkyl halide, leads to the formation of α-imino sulfoxides 6, which are extremely sensitive towards hydrolysis.With ketenes, the imines 6 undergo a cycloaddition reaction to give β-lactams 8 in low yield.

Cycloaddition of Diphenylcyclopropenone with Carboximidate, Carboximidamide, and Carboximidothioate

The reaction of diphenylcyclopropenone with R1N=C(R2)X (2) (R1, R2=alkyl, aryl, X=MeO, EtO, MeS, or Me2N) gave 2-pyrrolin-4-one (3) in good yield.The less reactive carboximidothioate (2, R1=4-MeC6H4, R2=Ph, X=MeS) yielded isomeric 3-pyrrolin-2-one together with 3.

Monomeric Methyl Metaphosphate: Reactions with Carbonyl Groups

Monomeric methyl metaphosphate, generated by fragmentation of methyl hydrogen erythro-1-phenyl-1,2-dibromopropylphosphonate in the presence of 2,2,6,6-tetramethylpiperidine, can be identified by its electrophilic attack on the aromatic rings of substituted anilines.The aromatic substitution reactions are quenched by pyridine, acetonitrile, dioxane, and dimethoxyethane but not by chloroform.Monomeric methyl metaphosphate attacks acetophenone to yield an enol phosphate; it converts a mixture of o-trifluoromethylaniline and acetophenone into N-(1-methylbenzylidene)-2-aminobenzotrifluoride and also converts aniline and ethyl benzoate into O-ethyl-N-phenylbenzimidate.These latter reactions mimic enzymatic reactions that require ATP.These facts introduce the possibility that ATP plays a kinetic role as well as a thermodynamic one in metabolic processes.