7369-44-0

Usage

Purification Methods

Recrystallise the hydroxylamine from EtOH.

InChI:InChI=1/C15H13NO2/c17-15(12-11-13-7-3-1-4-8-13)16(18)14-9-5-2-6-10-14/h1-12,18H/b12-11+

Upstream product

• 586-96-9 Nitrosobenzene 
• 104-55-2 3-phenyl-propenal 
• 768-03-6 Phenyl vinyl ketone 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 86973-11-7 (C₆H₅)3SnON(C₆H₅)CO(C₆H₅CHCH) 

Relevant academic research and scientific papers

One-step formation both of C-N and of C-O bonds of N-alkoxyamides through NHC-catalyzed three-component reactions of enals, nitrosoarenes, and enones

NHC-catalyzed three-component reactions of α,β-unsaturated aldehydes (enals), nitrosoarenes, and α,β-unsaturated ketones (enones) were studied. The reactions proceeded through a cascade aza-benzoin condensation/oxo-Michael addition sequence to produce N,O-bisfunctionalized N-hydroxylacrylamides in moderate to good yields. This work not only provides an efficient method for the one-step formation both of the C-N and of the C-O bonds in N-alkoxyamides, but also advances the application of NHC organocatalysis in the field of multicomponent reactions. NHC-catalyzed three-component reactions of α,β-unsaturated aldehydes (enals), nitrosoarenes, and α,β-unsaturated ketones (enones) proceeded through a cascade aza-benzoin condensation/oxo-Michael addition sequence to produce N,O-bisfunctionalized N-hydroxylacrylamides in moderate to good yields. Copyright

Pyrido[1,2-c][1,2,4]triazol-3-ylidene: Reactivity and its application in organocatalysis and organometallic catalysis

The reactivity and catalytic performance of 2-ethylpyrido[1,2-c][1,2,4]- triazol-3-ylidene 6 have been comprehensively investigated. The carbene 6 has shown unusual properties owing to the effect of the pyrido-annulation. While formohydrazide 8 and hydrazine 9 are obtained via the destruction of the triazole skeleton of the carbene, 3-((1Z,3E)-4-(1H-pyrrol-1-yl)buta-1,3-dienyl)- 1-ethyl-1H-1,2,4-triazole 10 is achieved through the cleavage of the C-N bond of the pyridine ring. The carbene 6 has turned out to be a powerful catalyst in a variety of organocatalyzed and Pd(II)-catalyzed transformations.

N-HETEROCYCLIC CARBENE (NHC) CATALYZED SYNTHESIS OF HYDROXAMIC ACIDS

A process for preparing hydroxamic acids is provided. The process comprises reacting an aldehyde with a nitroso compound in the presence of a N-heterocyclic carbene (NHC) catalyst.

N-HETEROCYCLIC CARBENE CATALYZED SYNTHESIS OF N-PHENYLISOXAZOLIDIN-5-ONE DERIVATIVE AND SYNTHESIS OF β -AMINO ACID ESTER DERIVATIVE

A process for preparing a N-phenylisoxazolidin-5-one derivative is provided. The process for preparing the N-phenylisoxazolidin-5-one derivative comprises reacting an α, β-unsaturated aldehyde with nitrosobenzene in the presence of a N-heterocyclic carbene (NHC) catalyst. A process for preparing an N-alkoxyphenyl protected β-amino acid ester derivative is further provided. The process for preparing the N-alkoxyphenyl protected β-amino acid ester derivative comprises reacting an α, β-unsaturated aldehyde with nitrosobenzene in the presence of a N-heterocyclic carbene (NHC) catalyst to form a N-phenylisoxazolidin-5-one derivative, and then treating the N-phenylisoxazolidin-5-one derivative with an alcohol in the presence of an acid catalyst. A process for preparing an N-alkoxyphenyl protected β-amino acid ester derivative, comprising treating a N-phenylisoxazolidin-5-one derivative with an alcohol in the presence of an acid catalyst, is also provided.