4.1 Article

Unusual transformation of 3-alkylfuroxans into 3-(nitrooxyalkyl)furoxans on treatment with a mixture of nitric and sulfuric acids

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 65, Issue 12, Pages 2901-2906

Publisher

SPRINGER
DOI: 10.1007/s11172-016-1675-6

Keywords

furoxans; nitrooxylation; nitric acid; sulfuric acid; synthesis; the Grob fragmentation

Funding

  1. Russian Science Foundation [14-50-00126]

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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.

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