Title of article
Synthesis of ethyl 3-phenyl-4-(trifluoromethyl)isoxazole-5-carboxylate via regioselective dipolar cycloaddition
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 ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
3994
To page
3997
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
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1881344
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