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作者 |
Buehrdel, Gunther;Beckert, Rainer;Petrlikova, Eva;Herzigova, Petra;Klimesova, Vera;Fleischhauer, Jan;Goerls, Helmar; |
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[摘要]:A short and efficient synthesis for a series of 1,6-diaryl-3,4-diarylaminohexa-2,4-diene-1,6-diones was developed. Based on the acylation-prototropism sequence during the reaction of various aryl Me ketones with bis-imidoyl chlorides, the products were isolated in good yields. Substituted acetophenones, acetylthiophene, 3-acetylpyridine, and acetylferrocene can be integrated into this reaction as ketone component. Similarly, a-tetralone can be transformed with bis-electrophiles into the corresponding bis-enaminones. Treatment of 2-acetylpyridine with N,N'-bis(4-tolyl)ethanebis(imidoyl) dichloride yielded not only the expected bis-enaminone, but also a new quinolizine deriv. which was structurally characterized by single crystal X-ray anal. Analogously, pinacolone and cyclopropyl Me ketone can readily be converted into bis-enaminones. Monoimidoyl chlorides showed the same reactivity, providing derivs. in high yields. |
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