Synthesis, Characterization of Spirocyclic λ3 -Iodanes and Their Application to Prepare 4,1-Benzoxazepine-2,5-diones
Xu Sun1,2, Xiao-Qiang Guo1, Lian-Mei Chen1
1School of Food and Biological Engineering, Chengdu University, Chengdu City, 610106, P. R. China.
Abstract:
Herein, a [3+2] cycloaddition of aza-oxyallylic cations with ethynylbenziodoxolones for synthesis of new λ3 -iodanes containing spirocyclic 4-oxazolidinone has been developed. This cyclic λ3 -iodanes display stability in air and excellent solubility in organic solvent. Using them as substrate, both the 4,1-benzoxazepine-2,5-diones and symmetrical 1,3-diynes derivatives were afforded in high yield under copper(I)-catalyzed conditions.
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Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...

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