Synthesis of 1,6-dihydropyrimidines via copper-catalyzed multistep cascade reactions between O-propargylic aldoximes and isocyanates |
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| Authors: | Itaru Nakamura Toshiki Onuma Dong Zhang Masahiro Terada |
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| Affiliation: | 1. Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan;2. Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan |
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| Abstract: | Multi-step cascade reactions of O-propargylic oximes with isocyanates were carried out in the presence of copper catalysts to afford the corresponding 1,6-dihydropyrimidines in good yields. The multi-step reactions consisted of a 2,3-rearrangement, a [3+2] cycloaddition, decarboxylative ring opening involving a 1,4-hydrogen shift, and a 6π-electrocyclization. |
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| Keywords: | Cascade reaction Copper-catalyzed Rearrangement Alkyne Oximes |
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