Issue 4, 2020

Room temperature iron(ii)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents

Abstract

Here, we disclose an iron(II)-catalyzed I–O bond cleavage of Koser's hypervalent iodine reagents (HIRs) that initiated the radical cyclization of unsaturated oximes at room temperature. This strategy is successfully applied for the construction of the isoxazoline backbone in an efficient manner. In particular, the direct introduction of a TsO group into products facilitates their late-stage transformations in organic synthesis.

Graphical abstract: Room temperature iron(ii)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents

Supplementary files

Article information

Article type
Paper
Submitted
10 Nov 2019
Accepted
18 Dec 2019
First published
19 Dec 2019

Org. Biomol. Chem., 2020,18, 715-724

Room temperature iron(II)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents

S. Yang, H. Li, P. Li, J. Yang and L. Wang, Org. Biomol. Chem., 2020, 18, 715 DOI: 10.1039/C9OB02424G

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