One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles

被引:233
作者
Hansen, TV [1 ]
Wu, P [1 ]
Fokin, VV [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
D O I
10.1021/jo050163b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] 3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing a regioselective copper(I)-catalyzed cycloaddition reaction between in situ generated nitrile oxides and terminal acetylenes. Most functional groups do not interfere with the reaction, which can be performed in aqueous solvents without protection from oxygen. Since all reagents are used in stoichiometric amounts, formation of byproducts is minimized.
引用
收藏
页码:7761 / 7764
页数:4
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