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Synthesis of Enantiopure Benzo Fused Cyclic Sulfoximines Through Stereoselective [3+2] Cycloaddition between N-tert-Butanesulfinyl [(2-Pyridyl)sulfonyl]-difluoromethyl Ketimines and Arynes |
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| Authors: | Jian Rong Chuanfa Ni Yucheng Gu Jinbo Hu |
| Affiliation: | 1. Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 P. R. China;2. Syngenta, Jealott's Hill International Research Centre, Bracknell, Berkshire, RG42 6EY UK |
| Abstract: | The previously developed stereoselective [3+2] cycloaddition between N-tert-butanesulfinyl ketimines and arynes has been extended to the synthesis of enantiopure [(2-pyridyl)sulfonyl]difluoromethylated cyclic sulfoximines. The use of 2-PySO2CF2 as the facilitating group offers new opportunities for the elaboration of the [3+2] cycloaddition products by virtue of the diverse relativity of 2-pyridyl sulfones. |
| Keywords: | arynes cycloaddition fluorine N-tert-butanesulfinyl imine sulfoximines |