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Versatile approach to heteroarylfuroxan derivatives from oximinofuroxans via a one-pot, nitration/thermolysis/[3+2]-cycloaddition cascade
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-09-09 , DOI: 10.1016/j.tetlet.2017.09.013
Alexander A. Larin , Leonid L. Fershtat , Ivan V. Ananyev , Nina N. Makhova

A simple, general, and regioselective method has been developed for the synthesis of a series of heteroarylfuroxans, including isoxazolyl-, isoxazolinyl- and (1,2,4-oxadiazolyl)furoxans. The described method is based on a cascade of one-pot processes, including the nitration of furoxancarbaldehyde oximes, thermolysis of the formed nitrolic acids to generate furoxancarbonitrile oxides, and [3+2]-cycloaddition with an appropriate dipolarophile – alkynes, olefins, or activated nitriles.



中文翻译:

通过一锅,硝化/热解/ [3 + 2]-环加成级联反应从氧亚氨基呋喃类化合物中杂芳基呋喃聚糖衍生物的通用方法

已经开发了一种简单,通用和区域选择性的方法来合成一系列杂芳基呋喃喃,包括异恶唑基-,异恶唑啉基-和(1,2,4-恶二唑基)呋喃。所描述的方法基于一系列的一锅法,包括硝化呋喃甲醛甲醛肟,热分解生成的硝酸以生成呋喃羰基腈,以及[3 + 2]-环加成反应和适当的双极性亲和性–炔烃,烯烃或活化的腈。

更新日期:2017-09-09
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