477330-47-5

Upstream product

• 536-74-3 phenylacetylene 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 932-88-7 1-iodo-2-phenylethyne 

Downstream Products

• 112539-33-0 1-[4-(dimethylamino)phenyl]-3-phenylprop-2-yn-1-one 
• 1300119-64-5 2-benzyl-3-[4-(dimethylamino)phenyl]-5-phenyl-4-pentyn-1-ol 
• 1300119-71-4 2-benzyl-3-[4-(dimethylamino)phenyl]-5-phenyl-4-pentyn-1-ol 

Relevant academic research and scientific papers

The synthesis of highly substituted isoxazoles by electrophilic cyclization: An efficient synthesis of valdecoxib

(Chemical Equation Presented) A large number of functionally substituted 2-alkyn-1-one O-methyl oximes have been cyclized under mild reaction conditions in the presence of ICl to give the corresponding 4-iodoisoxazoles in moderate to excellent yields. The resulting 4-iodoisoxazoles undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles, including valdecoxib.

Lewis base-catalyzed alkynylation of carbonyl compounds with trimethylsilylacetylenes

Alkynylation of carbonyl compounds with trimethylsilylacetylenes in the presence of a catalytic amount of Lewis bases such as acetate or phenoxide anion is described. The alkynylation proceeded under mild conditions and afforded the corresponding propargyl alcohols in good to excellent yields. Copyright

Indium-mediated carbonyl alkynylation

Indium mediates a Barbier-type reaction between alkynyl halides and aldehydes or ketones to give secondary or tertiary propargyl alcohols. Secondary alcohols can be oxidised in situ according an Oppenauer process.