A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2H-azirines. Issue 4 (17th December 2019)

• Record Type: Journal Article
• Authors: Zhang, Guangtao; Wang, Yuanxun; Xu, Jun; Sun, Jiyun; Sun, Fengxia; Zhang, Yilin; Zhang, Chenglin; Du, Yunfei
• Is Part Of: Chemical science. Volume 11:Issue 4(2020)
• Page Start: 947
• Page End: 953
• Publication Date: 2019-12-17
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9sc05536c
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : The reaction of o -nitroiodobenzene and m CPBA in AcOH was found to afford a novel hypervalent iodine compound which both iodine(iii ) and iodine(v ) moieties coexist. This new reagent is proved to be effective in realizing the synthesis of 2 H -azirines. Abstract : The reaction of o -nitroiodobenzene and m CPBA in acetic acid was found to afford a novel hypervalent iodine compound, in the structure of which both iodine(iii ) and iodine(v ) moieties coexist. The nitro groups at the ortho phenyl positions were found to be crucial in stabilizing this uncommon structure. This novel hypervalent iodine(iii /v ) oxidant is proved to be effective in realizing the synthesis of 2-unsubstitued 2 H -azirines via intramolecular oxidative azirination, which could not be efficiently achieved by the existing known hypervalent iodine reagents.