Regioselective 1,3-Dipolar Cycloaddition and 1,2-Addition between Benzaldoxime NH-nitrone and Perfluoro-2-methyl-2-pentene

Bulletin of the Korean chemical society

Chan Woo Lee¹  Joo Yuen Park¹  Ki Whan Chi¹  Hyunuk Kim¹ 

关键词: NH-nitrone;    Perfluorinated olefin;    Cycloaddition;    Regioselectivity;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Regioselective perfluorinated [3+2] cycloadducts and 1,2-adducts have been prepared by 1,3-dipolar cycloaddition between benzaldoxime NH-nitrone and perfluorinated alkene, perfluoro-2-methyl-2-pentene. Although the cycloaddition reaction is carried out at room temperature, the corresponding perfluorinated compounds are effectively produced in a high yield. In particular, the methoxy-substituted adducts (4 and 7a) show the self-assembled structure by intermolecular interactions. These derivatives were characterized by IR, 1H and 19F NMR, and the absolute structure of perfluorinated adducts was confirmed by X-ray crystallography.

【 授权许可】

Unknown