1026335-08-9

Upstream product

• 124-19-6 nonan-1-al 
• 438553-17-4 1-[4-(4,4-dimethyloxazolin-2-yl)-5-phenyloxazol-2-yl]-nonan-1-ol 
• 438553-15-2 4-(4,4-dimethyloxazolin-2-yl)-5-phenyloxazole 
• 337508-64-2 5-phenyl-1,3-oxazole-4-carbonyl chloride 
• 99924-18-2 5-phenyl-1,3-oxazole-4-carboxylic acid 
• 32998-97-3 ethyl 5-phenyl-1,3-oxazole-4-carboxylate 
• 1026875-69-3 4,4-dimethyl-5'-phenyl-2'-(1-trimethylsilanyloxy-nonyl)-4,5-dihydro-[2,4']bioxazolyl 

Relevant academic research and scientific papers

Metalation of 4-oxazolinyloxazole derivatives. A convenient route to 2,4-bifunctionalized oxazoles.

The synthesis of an array of 5-phenyloxazole derivatives bearing a variety of hydroxyalkyl groups at the C-2 position of the heterocyclic nucleus and possessing a formyl or a carboxyl function at C-4 is reported. These bifunctionalized compounds have been efficiently prepared by addition of carbonylated electrophiles to the 2-lithio derivative of 5-phenyloxazole preliminarily equipped with an oxazoline unit at the 4-position of the oxazole nucleus. It is demonstrated that this protocol offers a double advantage since it suppresses the troublesome electrocyclic ring-opening reaction and allows access to the target compounds by simple chemical transformation of the oxazoline ring system.