Author/Authors :
Schmidt، نويسنده , , Michael A. and Katipally، نويسنده , , Kishta and Ramirez، نويسنده , , Antonio and Soltani، نويسنده , , Omid and Hou، نويسنده , , Xiaoping and Zhang، نويسنده , , Huiping and Chen، نويسنده , , Bang-Chi and Qian، نويسنده , , Xinhua and Deshpande، نويسنده , , Rajendra P.، نويسنده ,
Abstract :
Efforts to prepare ethyl 3-phenyl-4-(trifluoromethyl)isoxazole-5-carboxylate (1) by developing a regioselective 1,3-dipolar cycloaddition between phenyl nitrile oxide and various 4,4,4-trifluoromethyl crotonates are described. The substitution at the C2-position of crotonate dipolarophile 4 significantly influenced the regiochemistry and yield of the cycloaddition. Enol and enol ether-based crotonates underwent regioselective cycloadditions with phenyl nitrile oxide to provide 4-trifluoromethyl isoxazoles in good yields.
Keywords :
Heterocycles , 1 , 3-dipolar cycloaddition , regioselective , fluorine
