Mechanochemical Dimerization of Aldoximes to Furoxans

Run-Kai Fang; Kuan Chen; Chuang Niu; Guan-Wu Wang

doi:10.3390/molecules27082604

Mechanochemical Dimerization of Aldoximes to Furoxans

Molecules. 2022 Apr 18;27(8):2604. doi: 10.3390/molecules27082604.

Authors

Run-Kai Fang¹, Kuan Chen¹, Chuang Niu¹, Guan-Wu Wang^{1

2}

Affiliations

¹ Hefei National Laboratory for Physical Sciences, Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
² State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

Abstract

Solvent-free mechanical milling is a new, environmentally friendly and cost-effective technology that is now widely used in the field of organic synthesis. The mechanochemical solvent-free synthesis of furoxans from aldoximes was achieved through dimerization of the in situ generated nitrile oxides in the presence of sodium chloride, Oxone and a base. A variety of furoxans was obtained with up to a 92% yield. The present protocol has the advantages of high reaction efficiency and mild reaction conditions.

Keywords: aldoximes; dimerization; furoxans; mechanochemistry; nitrile oxides.

MeSH terms

Chemistry Techniques, Synthetic
Dimerization
Oxadiazoles*
Oximes*
Solvents

Substances

Oxadiazoles
Oximes
Solvents
furoxans

Grants and funding

21372211/National Natural Science Foundation of China