Direct synthesis of trisubstituted isoxazoles through gold-catalyzed domino reaction of alkynyl oxime ethers.
Alkynyl oxime ether underwent a gold-catalyzed domino reaction involving cyclization and subsequent Claisen-type rearrangement to afford trisubstituted isoxazoles in a direct, efficient, and regioselective manner. The products were successfully applied to the synthesis of unusual heterocycles as an illustration of the potential utility of the reaction.
Ueda
Masafumi
M
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
Sato
Aoi
A
Ikeda
Yuki
Y
Miyoshi
Tetsuya
T
Naito
Takeaki
T
Miyata
Okiko
O
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004987:Ethers / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry*
D000480:Alkynes; D004987:Ethers; D007555:Isoxazoles; D010091:Oximes; D006046:Gold