Unusual transformation of 3-alkylfuroxans into 3-(nitrooxyalkyl)furoxans on treatment with a mixture of nitric and sulfuric acids
- Authors: Ogurtsov V.A.1, Shastin A.V.2, Zlotin S.G.1, Rakitin O.A.1
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Institute of Problems of Chemical Physics, Russian Academy of Sciences
- Issue: Vol 65, No 12 (2016)
- Pages: 2901-2906
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/239594
- DOI: https://doi.org/10.1007/s11172-016-1675-6
- ID: 239594
Cite item
Abstract
A versatile one-pot synthesis of 4-substituted 3-(nitrooxyalkyl)furoxans by the reaction of 3-alkylfuroxans with a mixture of nitric and sulfuric acids was developed. A plausible mechanism of this unusual transformation was explained in terms of a new Grob-type fragmentation.
About the authors
V. A. Ogurtsov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Author for correspondence.
Email: vao@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
A. V. Shastin
Institute of Problems of Chemical Physics, Russian Academy of Sciences
Email: vao@ioc.ac.ru
Russian Federation, 1 prosp. Akad. Semenova, Chernogolovka, Moscow Region, 142432
S. G. Zlotin
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: vao@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
O. A. Rakitin
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: vao@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991