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Tandem Reactions of Thermolysis and [3+2] Cycloaddition in the Synthesis of 3-Hetaryl-4-Nitrofuroxans from 4-Nitrofuroxannitrolic Acid
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2020-06-05 , DOI: 10.1007/s10593-020-02706-4
Alexander А. Larin , Leonid L. Fershtat , Nina N. Makhova

A tandem method of synthesis of 3-hetaryl-4-nitrofuroxans was developed based on the one-pot sequence of thermolysis of 4-nitrofuroxannitrolic acid to the corresponding 4-nitro-3-furoxancarbonitrile oxide and [3+2] cycloaddition of the latter to acetylenes and olefins. It was established that the synthesized 3-(isoxazol-3-yl)- and 3-(isoxazolin-3-yl)-4-nitrofuroxans are formed with high regioand diastereoselectivity.


中文翻译:

由4-硝基呋喃恶烷硝酸合成3-Hetaryl-4-Nitrofuroxans的热解和[3 + 2]环加成串联反应。

基于4-硝基呋喃呋喃硝酸热解为相应的4-硝基-3-呋喃呋喃碳腈的一锅法和后者的[3 + 2]环加成反应,开发了一种串联合成3-杂芳基-4-硝基呋喃的方法乙炔和烯烃。已确定形成具有高区域选择性和非对映选择性的合成的3-(异恶唑-3-基)-和3-(异恶唑啉-3-基)-4-硝基呋喃。
更新日期:2020-06-05
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