The reaction of alkenes with AgNO2/TMSCl: The synthesis of 1,2,5-oxadiazole-2-oxides (Furoxans) via nitroso nitrates

Demir A., Findik H.

LETTERS IN ORGANIC CHEMISTRY, vol.2, no.7, pp.602-604, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 2 Issue: 7
  • Publication Date: 2005
  • Doi Number: 10.2174/157017805774296948
  • Journal Name: LETTERS IN ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.602-604
  • Middle East Technical University Affiliated: Yes

Abstract

The reaction of AgNO2/TMSCl with olefins affords nitrosonitrate, which arc converted into (alpha-nitroximes in good yield. Both nitrosonitrate and nitroximes are converted with acids into furoxane in high yield. The reaction of AgNO2 with TMSCl furnished first N2O3 and hexamethylsiloxane. The nitroso nitrates are obtained by addition of N2O3 to the olefines.