51029-29-9

Upstream product

• 781-43-1 9,10-dimethylanthracene 
• 698-16-8 benzohydroximoyl chloride 
• 873-67-6 benzonitrile oxide 
• 495-18-1 Benzohydroxamic acid 
• 20594-92-7 3,5-diphenyl-1,2,4-oxadiazole-4-oxide 
• 934-16-7 phenylhydroxamoyl chloride 
• 58696-10-9 R,R-ketobenzamide 

Downstream Products

• 89155-64-6 C₁₆H₁₆NO₃ 
• 32114-17-3 C₁₅H₁₄NO₂S 
• 89173-77-3 Benzoyl triphenylmethyl nitriloxide 
• 781-43-1 9,10-dimethylanthracene 
• 103-71-9 phenyl isocyanate 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 
• 1240486-71-8 diethyl 3,6-dihydro-2-benzoyl-1,2-oxazin-6-yl-6-phosphonate 
• 2652-65-5 benzoyl radical 
• 97476-40-9 N-(3,4-methylenedioxycinnamyl)benzohydroxamic acid 
• 97476-44-3 N-(2,5-dimethylhexa-1,4-dien-3-yl)benzohydroxamic acid 
• 97476-37-4 10-benzoyl-9,10-oxazatricyclo<4.2.2.0_2,5>deca-3,7-diene 
• 959-32-0 N-(benzoyloxy)benzamide 
• 93-97-0 benzoic acid anhydride 
• 97957-92-1 8α,5α-(N-benzoylepoxyimino)-5,8-dihydroergosterol acetate 

Relevant academic research and scientific papers

Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents

[Bis(trifluoroacetoxy)iodo]benzene (BTI) and (diacetoxyiodo)benzene (DIB) efficiently promote the formation of acylnitroso species from hydroxamic acids in the presence of various dienes to give the corresponding hetero-Diels-Alder (HDA) adducts in moderate to high yields. The present method could be applied to the HDA reactions of acylnitroso species with o-benzoquinones generated by the oxidative dearomatization of guaiacols.

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

Cycloadditions of 1-phosphono-1,3-butadienes with nitroso heterodienophiles: A versatile synthetic route for polyfunctionalized aminophosphonic derivatives

The hetero-Diels-Alder (HDA) reaction of 1-(diethoxyphosphonyl)-1,3- butadiene, 1-(dibenzyloxyphosphonyl)-1,3-butadiene, and 1-(diethoxyphosphonyl)- 3-tert-butyldimethylsilyloxy-1,3-butadiene with various nitroso heterodienophiles has been investigated as a new synthetic route for aminophosphonic derivatives. The HDA cycloadditions regioselectively led to the proximal isomers, i.e., presenting the NR3 group in the meta position regarding the phosphonate substituent. From the resulting 6-phosphono-3,6- dihydro-1,2-oxazine cycloadducts, a limited number of chemical steps were allowed to obtain a significant variety of aminophosphonic compounds of potential interest in medicinal chemistry. This has been illustrated through the synthesis of (Z)-4-(o-tolylamino)-1-hydroxybut-2-enylphosphonic acid, diethyl 3,4-dihydroxy-1-o-tolylpyrrolidin-2-yl-2-phosphonate, 4-(o-tolylamino)-1,2,3- trihydroxybutylphosphonic acid, diethyl 3-(2-(o-tolylamino)-1-hydroxyethyl) oxiran-2-yl-2-phosphonate, and diethyl 4,5-dihydroxymorpholin-6-yl-6- phosphonate.

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.

Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides

The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.

A mild oxidation of nitrile oxides: A new synthetic route to nitroso carbonyl intermediates

Addition of N-methyl morpholine N-oxide (NMO) to a nitrile oxide solution in dichloromethane at room temperature in the presence of a diene affords nitroso carbonyl adducts in fair yields.