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Synthesis, Characterization of Spirocyclic λ 3 ‐Iodanes and Their Application to Prepare 4,1‐Benzoxazepine‐2,5‐diones and 1,3‐Diynes
Author(s) -
Sun Xu,
Guo XiaoQiang,
Chen LianMei,
Kang TaiRan
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202005124
Subject(s) - cycloaddition , yield (engineering) , chemistry , solubility , solvent , combinatorial chemistry , substrate (aquarium) , characterization (materials science) , organic chemistry , catalysis , nanotechnology , materials science , metallurgy , oceanography , geology
Herein, a [3+2] cycloaddition of aza‐oxyallylic cations with ethynylbenziodoxolones for synthesis of new λ 3 ‐iodanes containing spirocyclic 4‐oxazolidinone has been developed. This cyclic λ 3 ‐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.