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[摘要]：A straightforward strategy for the synthesis of imidazole-fused benzodiazocine from 1-(2-nitrophenyl)-1H-imidazole-2-carbaldehyde via Morita-Baylis-Hillman reaction followed by reductive intramolecular cyclization is described. Alternatively the Horner-Wadsworth-Emmons reaction of this substrate with triethyl phosphonoacetate yielded (E)-ethyl 3-(1(2-nitrophenyl)-1H-imidazol-2-yl) acrylate which upon sequential reduction, saponification and amide coupling furnished imidazole-fused diazocinones. On the other hand, 1-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde failed to undergo the Morita-Baylis-Hillman reaction but successfully yields (E)-ethyl 3-(1-(2-nitrophenyl)-1H-pyrrol-2-yl) acrylate via Horner-Wadsworth-Emmons reaction which through a similar series of reaction as for imidazole produced pyrrole-fused diazocinone in good yields. |
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