58696-10-9

Upstream product

• 495-18-1 Benzohydroxamic acid 
• 698-16-8 benzohydroximoyl chloride 
• 20594-92-7 3,5-diphenyl-1,2,4-oxadiazole-4-oxide 
• 873-67-6 benzonitrile oxide 

Downstream Products

• 94936-52-4 methyl 3-benzoyl-2-oxa-3,5-diazabicyclo<2.2.2>oct-7-ene-5-carboxylate 
• 95687-88-0 (1S,5R)-6-Oxa-7-aza-bicyclo[3.2.2]non-8-en-7-yl-phenyl-methanone 
• 130114-74-8 (4aS,8aR)-3-Phenyl-8,8a-dihydro-4aH-pyrido[4,3-e][1,4,2]dioxazine-7-carboxylic acid benzyl ester 
• 92011-94-4 N-benzoyl-3-aza-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxabicyclo<2.2.2>oct-5-ene 
• 92011-95-5 N-benzoyl-3-aza-5-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxabicyclo<2.2.2>oct-5-ene 
• 92011-99-9 methyl N-benzoyl-3-aza-2-oxabicyclo<2.2.2>oct-5-ene-5-carboxylate 
• 59438-62-9 3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene 
• 114217-83-3 methyl 7,8-diacetoxy-3-benzoyl-2-oxa-3,5-diazabicyclo<2.2.2>octane-5-carboxylate 
• 114217-91-3 2,3,4-tri-O-acetyl-N¹-benzoyl-5-deoxy-5-methoxycarbonylamino-α-DL-lyxopyranosylamine 
• 51029-29-9 N-benzoyl-9,10-dihydro-9,10-dimethyl-9,10-epoxyiminoanthracene 
• 59438-62-9 3-oxa-2-aza-bicyclo[2.2.1]hept-5-en-2-yl(phenyl)methanone 
• 86763-30-6 S-(n-dodecyl) benzothioate 
• 130114-76-0 (4aR,5R,6R,8aS)-5,6-Dihydroxy-3-phenyl-5,6,8,8a-tetrahydro-4aH-pyrido[4,3-e][1,4,2]dioxazine-7-carboxylic acid benzyl ester 
• 1696-17-9 N,N-diethylbenzamide 

Relevant academic research and scientific papers

A mild oxidation method of hydroxamic acids: Efficient trapping of acyl nitroso intermediates

Ruthenium(II)-pyridine-2,6-dicarboxylate (pydic) of 2,6-bis(oxazolinyl)pyridine (pybox-dh) complex catalyzed the hydrogen peroxide oxidation of hydroxamic acid in the presence of cyclopentadiene to give acyl nitroso cycloadducts in 74-99% yield.

Solid-phase supported nitrosocarbonyl intermediates: Old scope and new limitations in the organic synthesis

Nitrosocarbonyl intermediates on solid polystyrenic support are generated at room temperature by the mild oxidation of resin-bound stable nitrile oxides. They undergo one-pot ene reactions with tetramethyl- and trimethyl-ethylene and other highly substitu

Photogeneration and reactivity of acyl nitroso compounds

Acyl nitroso compounds have been generated by photolysis of several different classes of precursors including 9,10-dimethylanthracene adducts, nitrodiazo compounds, and 1,2,4-oxadiazole-4-oxides. Consideration of the nitronate-like resonance structure of nitrodiazo compounds led to an examination of the photochemistry of nitronates with -leaving groups. Photolysis of such nitronates has been shown to generate an acyl nitroso species along with a carbene intermediate. Nanosecond time-resolved infrared (TRIR) spectroscopy has been used to detect photogenerated acyl nitroso compounds directly and to examine their reaction kinetics with amines and thiols. The mechanism of acyl nitroso aminolysis by primary amines involves general base catalysis, while the mechanism of aminolysis by secondary amines is strictly bimolecular. Thiols do not seem to be reactive with acyl nitroso compounds on the microsecond time scale, but thiolates are quite reactive. The reaction between benzoyl nitroside and an organic-soluble thiolate, tetrabutylammonium dodecanethiolate, proceeds via a proposed tetrahedral intermediate, which is observable by TRIR spectroscopy.

Straightforward hetero Diels-Alder reactions of nitroso dienophiles by microreactor technology

The hetero Diels-Alder reactions of 2-nitrosotoluene and some representative acylnitrosodienophiles with a selected set of 1,3-dienes were studied under microflow conditions. The main assets of the technology, that is, an accurate control of the reaction

Direct observation of an Acyl nitroso species in solution by time-resolved IR spectrocopy

Benzoyl nitroside (5) was generated in solution by laser photolysis of 3,5-diphenyl-1,2,4-oxadiazole-4-oxide (4) and studied by time-resolved infrared spectroscopy. The second-order rate constantsfor reaction of 5 with diethylamine and 1,3-cyclohexadiene were determined to be (1.3 ± 0.5) × 105 M-1 s-1 and (6.0 ± 0.5) × 103 M-1 s-1, respectively. The formation of nitroxyl (HNO), a product of the reaction of 5 with diethylamine, was also observed. Copyright

The mild oxidation of nitrile oxides affords a convenient entry to nitrosocarbonyl intermediates, versatile tools in organic syntheses

Nitrile oxides are oxidized by tertiary amine N-oxides in different solvents at room temperature to afford in the presence of dienes nitrosocarbonyl adducts in fair yields. The mild conditions used in oxidizing a variety of nitrile oxides promise a wide application of this method in synthetic processes.

SYNTHESIS OF RACEMIC DIAMINO-DIDEOXY-LYXOPYRANOSE DERIVATIVES USING ACILNITROSO DIENOPHILES (1).

Acylnitroso derivatives, which are obtained by in situ oxidation of the corresponding hydroxamic acids with tetraalkylammonium iodate, react intantaneously in the presence of dihydropyridine 1 leading to the Diels-Alder adducts 4 and 5.These latter ones w

Polymer-supported Periodate and Iodate as Oxidizing Agents

The periodate forms of some commercial macroporous anion-exchange resins can be used in either protic or aprotic solvents to oxidize various quinols, catechols, and glycols and also triphenylphosphine, hydrazobenzene, and benzohydroxamic acid.The reagents in methanol oxidize thioethers.Polymer-supported iodate also oxidizes quinols and catechols.