27349-48-0

Upstream product

• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 100-44-7 benzyl chloride 
• 62759-26-6 ((3-methylisoxazol-5-yl)methyl)lithium 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 80536-43-2 3,5-Diphenethyl-isoxazole 
• 94775-24-3 3-methyl-1-phenyl-5-(2-phenylethyl)pyrazole 
• 114042-90-9 (Z)-5-Amino-1-phenyl-hex-4-en-3-one 
• 80536-44-3 3-Pentyl-5-phenethyl-isoxazole 
• 80536-45-4 5-Phenethyl-3-trimethylsilanylmethyl-isoxazole 

Relevant academic research and scientific papers

Atom-Economic Synthesis of Fully Substituted 2-Aminopyrroles via Gold-Catalyzed Formal [3+2] Cycloaddition between Ynamides and Isoxazoles

A concise and flexible synthesis of fully substituted 2-aminopyrroles via gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles has been developed. Under mild reaction conditions, various 2-aminopyrrole derivatives were obtained in good to excellent yields, thus providing an efficient and atom-economic way for the construction of fully substituted 2-aminopyrroles. It was all very formal: A novel gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles has been developed, allowing the concise and flexible synthesis of fully substituted 2-aminopyrroles. Importantly, this strategy provides new mechanistic insights and offers an atom-economic way for the construction of fully substituted 2-aminopyrroles.

Lewis acid mediated addition of tri-n-butyl-stannylmethylisoxazole with aldehydes

Lewis acid mediated addition of 5-(tri-n-butylstannyl)methyl-3-methylisoxazole and its analogues with aldehydes have been carried out. Corresponding 5-(β-hydroxy)ethylisoxazoles were obtained in moderate yields, without ring opening of the isoxazole.

ISOXAZOLES AS 4b-DIKETONE SYNTHONS-SELECTIVE ANION FORMATION ON 3,5-DIALKYLISOXAZOLES

3,5-Dimethylisoxazole can be metalated and alkylated regiospecifically.Alkylation occurs first on the 5-methyl group, and a second alkylation occurs on the 3-methyl group.This method permits specific synthesis of disubstituted isoxazoles, and of the corresponding β-diketones.