The chemical reactivity of 4,9-dimethoxy-5-oxo-5H-furo[3,2-g]- chromene-6-carbonitrile (1) was studied towards a variety of active methylene nitriles namely; malononitrile, cyanoacetamide, N-phenylcyanoacetamide, (phenylthio)acetonitrile, ethyl cyanoacetate and benzothiazol-2-ylacetonitrile producing the novel annulated furo[3’,2’:6,7]chromeno[2,3-b]pyridines. Reactions of carbonitrile 1 with malononitrile dimer, cyanoacetohydrazide and 1H-benzimidazol-2-ylacetonitrile showed different behavior giving the novel angular heteroannulated furochromenes 10, 11 and 13, respectively. A series of novel furo[3’’,2’’:6’,7’]chromeno[3’,2’:5,6]pyrido[2,3-d]pyrimidines were also synthesized. The proposed mechanisms for the different synthetic pathways were also discussed. The prepared compounds were screened in vitro for their antimicrobial activity and some of them showed notable activity against the tested microorganisms. Structures of the synthesized products were confirmed based on their analytical and spectral data.


中文翻译：

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4,9-二甲氧基-5-氧代-5的化学转化

研究了4,9-二甲氧基-5-氧代-5 H-呋喃[3,2 - g ]-亚甲基-6-腈（1 ）的化学反应活性。丙二腈，氰基乙酰胺，N-苯基氰基乙酰胺，（苯硫基）乙腈，氰基乙酸乙酯和苯并噻唑-2-基乙腈，生成新颖的环状呋喃[3'，2'：6,7]铬[2,3- b ]吡啶。腈1与丙二腈二聚体，氰基乙酰肼和1 H-苯并咪唑-2-基乙腈的反应显示出不同的行为，给出了新颖的角异环呋喃酮10、11和13， 分别。还合成了一系列新颖的呋喃[3''，2''：6'，7'] chromeno [3'，2'：5,6]吡啶[2,3- d ]嘧啶。还讨论了针对不同合成途径提出的机制。体外筛选了所制备的化合物的抗微生物活性，其中一些对被测微生物表现出显着的活性。根据合成产物的分析和光谱数据确定其结构。