Phosphite-mediated annulation: an efficient protocol for the synthesis of multi-substituted cyclopropanes and aziridines |
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| Authors: | Xu-Guang Liu Min Shi |
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| Affiliation: | a Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, 130 Mei Long Road, Shanghai 200237, China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 345 Lingling Road, Shanghai 200032, China |
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| Abstract: | In the presence of phosphite or phosphine, the reaction between 4-, 2-nitrobenzaldehyde and methylidenemalononitriles proceeded smoothly to give the cyclopropane derivatives in high yields, while the reaction between 4-, 2-benzaldehyde, and N-tosylbenzaldimines afforded the azidridine derivatives in moderate to high yields. A plausible mechanism was proposed and the strongly electron-withdrawing nitro-group is believed to play a critical role in these transformations. |
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| Keywords: | Phosphite Phosphine Cyclopropanes Aziridines Annulations |
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