Tandem Reactions of Thermolysis and [3+2] Cycloaddition in the Synthesis of 3-Hetaryl-4-Nitrofuroxans from 4-Nitrofuroxannitrolic Acid

被引：4
作者：
Larin, Alexander A. [1 ]
Fershtat, Leonid L. [1 ]
Makhova, Nina N. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Ave, Moscow 119991, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2020年 / 56卷 / 05期
基金：
俄罗斯基础研究基金会;
关键词：
nitrofuroxans; nitrolic acids; 1,2,5-oxadiazoles; cycloaddition; regioselectivity; STRUCTURAL-CHARACTERIZATION; ONE-POT; FUROXAN; PERFORMANCE; CHEMISTRY; SYSTEMS; CORE;
D O I：
10.1007/s10593-020-02706-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
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收藏
页码：607 / 610
页数：4
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