Synthesis 2013; 45(11): 1524-1528
DOI: 10.1055/s-0033-1338436
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Furoxans from Styrenes under Basic or Neutral Conditions

Ryosuke Matsubara*
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035799   Email: matsubara.ryosuke@people.kobe-u.ac.jp
,
Yuta Saeki
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035799   Email: matsubara.ryosuke@people.kobe-u.ac.jp
,
Jianhua Li
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035799   Email: matsubara.ryosuke@people.kobe-u.ac.jp
,
Kazuo Eda
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035799   Email: matsubara.ryosuke@people.kobe-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 05 March 2013

Accepted after revision: 29 March 2013

Publication Date:
14 May 2013 (online)


Preview

Abstract

Furoxans (1,2,5-oxadiazole 2-oxides) can be synthesized from the corresponding styrenes using NOBF4 under basic or even almost neutral reaction conditions. Acid-sensitive functional groups are tolerated under the developed basic conditions. For the substrates having poor reactivity, almost neutral conditions (using pyridine equimolar to NOBF4) are suitable for better yields.

Supporting Information