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.
Waldo, Jesse P.,Larock, Richard C.
p. 9643 - 9647
(2008/03/17)
Synthesis of isoxazoles via electrophilic cyclization
(Chemical Equation Presented) A variety of 3,5-disubstituted 4-halo(seleno)isoxazoles are readily prepared in good to excellent yields under mild reaction conditions by the reaction of 2-alkyn-1-one O-methyl oximes with ICI, I2, Br2,
Waldo, Jesse P.,Larock, Richard C.
p. 5203 - 5205
(2007/10/03)
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