Spontaneous conversion of 2-azido-3-nitropyridines to pyridofuroxans
摘要:
Several pyridofuroxans were obtained by spontaneous N-2 elimination from the corresponding 2-azido-3-nitropyridines. In this particular case, the presence of nitrogen in the pyridine ring must facilitate a cyclic extrusion mechanism. The pyridofuroxans prepared in this study did not present tautomerism as evidenced by NMR. (C) 2010 Elsevier Ltd. All rights reserved.
When pyrido[2,3-c]furoxan 4 was irradiated in acetonitrile containing a little water with a low pressure mercury lamp, 3-nitro-2-pyridone 5 was obtained. When compound 4 was irradiated in the presence of morpholine with a low pressure mercury lamp in an argon atmosphere, 6-morpholinopyridine 2,3-dioxime 6, 6-morpholinopyrido[2,3-c]furazan 7, 3-amino-6-morpholino-2-nitropyridine 8, and 3-amino-4,6-
用低压水银灯在含有少量水的乙腈中照射吡啶并[2,3- c ]呋喃喃4,得到3-硝基-2-吡啶酮5。当化合物4照射在吗啉的存在下在氩气氛中的低压水银灯,6-吗啉代-2,3-二肟6,6-吗啉代[2,3- c ^ ]呋咱7,3-氨基-6-产生吗啉代-2-硝基吡啶8和3-氨基-4,6-二吗啉代-2-硝基吡啶9。光反应研究的结果表明唯一的光产物是化合物6。由于吡啶环中氮的行为,可以考虑这两个反应之间的主要区别。
Tetrazolo[1,5-a]pyridines and furazano[4,5-b]pyridine 1-oxides
作者:Charlotte K. Lowe-Ma、Robin A. Nissan、William S. Wilson
DOI:10.1021/jo00299a014
日期:1990.6
Pyrido-2,3-furoxane<sup>1</sup>
作者:J. H. Boyer、D. I. McCane、W. J. McCarville、A. T. Tweedie