Electrochemical and yeast-catalysed ring-opening of isoxazoles in the synthesis of analogues of the herbicide Grasp®

…, GW Simpson, ERT Tiekink, GJ Vuckovic…

文献索引：Easton; Heath; Hughes; Lee; Savage; Simpson; Tiekink; Vuckovic; Webster Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 10 p. 1168 - 1174

全文：HTML全文

被引用次数: 24

摘要

Isoxazoles substituted with an electron-withdrawing group at the 4-position undergo electrochemical and yeast-catalysed N–O bond cleavage. The electrolysis is much more efficient and, with acyl-and alkoxycarbonyl-substituted isoxazoles, it affords the enolised dicarbonylimine functionality characteristic of the herbicide Grasp®. Regioisomeric 4-and 5- substituted isoxazoles are accessible through nitrile oxide cycloaddition chemistry, using ...