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[摘要]:N-(Z)-(2-Cyano-1-phenylethenyl)imidazole-2-carbothioamides have been synthesized in up to 91% yield by the new reaction between 1-substituted imidazoles and isothiocyanates in the presence of cyanophenylacetylene under catalyst-and solvent-free conditions at room temperature. The reaction proceeds via zwitterion-carbene intermediates which are trapped by isothiocyanates to form the zwitterion with ambident N-S anionic site, which then undergoes stereo- and regioselective migration of the alkenyl moiety. |
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