42970-55-8

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 4682, 1975 DOI: 10.1021/ja00849a034Organic Syntheses, Coll. Vol. 6, p. 893, 1988

InChI:InChI=1/C9H7NO/c11-6-8-9(10-8)7-4-2-1-3-5-7/h1-6,8H

Upstream product

• 192370-01-7 (Z)-3-azido-3-phenylprop-2-en-1-ol 
• 33603-87-1 (Z)-3-chloro-3-phenyl-2-propenal 
• 14804-59-2 (Z)-β-bromocinnamaldehyde 
• 36808-12-5 rac-(2R,3S)-2,3-dibromo-3-phenylpropan-1-ol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 20662-89-9 4-phenyl-1,3-oxazole 
• 1433997-75-1 dimethyl 4-phenyl-2H-1,3-oxazine-2,2-dicarboxylate 
• 33831-72-0 ethyl 3-amino-3-phenylprop-2-enoate 
• 63637-54-7 (E)-N-(4-methoxyphenyl)-1-(3-phenyl-2H-azirin-2-yl)methanimine 

Relevant academic research and scientific papers

Carbene-Catalyzed [4 + 2] Annulation of 2 H-Azirine-2-carboxaldehydes with Ketones via Azolium Aza-Dienolate Intermediate

A new carbene-catalyzed [4 + 2] annulation of 2H-azirine-2-carbaldehydes with ketones was developed, thus providing the 2,3-dihydro-6H-1,3-oxazin-6-one core structures with broad scope and good to excellent yields. Notably, the azolium aza-dienolates gene

Synthesis of azirines containing aldehyde functionality and their utilization as synthetic tools for five membered oxazoles and isoxazoles

(Chemical Equation Presented) A simple and useful procedure for the synthesis of azirines containing aldehyde functionality from open chain bromo/chloro-aldehydes at room temperature is reported. The scope of the ring expansion reaction of a number of 3-s

A simple approach to azirines containing an aldehyde functionality and their stabilization as palladium(II) complexes

A simple and useful method for the synthesis of azirines containing an aldehyde functionality, from open chain bromo/chloro-aldehydes at room temperature and their stabilization as palladium(II) complexes are reported.

A convenient and expedient synthesis of 3-aryl-2H-azirine-2-carboxaldehydes

A new procedure for the synthesis of 3-aryl-2H-azirine-2-carboxaldehydes starting from cinnamyl alcohols is disclosed. This novel approach implies milder conditions and higher overall yields as compared to the previously reported methods. The key step, i.e. the formation of the azirine ring, involves the treatment of (Z)-3-aryl-3-azidoprop-2-en-1-ols with MnO2.