A novel series of polyfused heterocyclic systems containing furo[3,2-g]chromenes were efficiently synthesized. The reactivity of 4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromene-6-carbonitrile (1) was studied towards a variety of carbon nucleophilic reagents such as heterocyclic enols, heterocyclic enamines and cyclic active methylene compounds. Treatment of carbonitrile 1 with 4-hydroxycoumarin, 4-hydroxy-1-methylquinolin-2(1H)-one (3), 2-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one (4) afforded furodichromenopyridine 2, furochromenonaphthyridine 5, furochromenodipyridopyrimidine 6. Reaction of carbonitrile 1 with 4(6)-aminouracil and 5-amino-3-methyl-1H-pyrazole proceed through ring opening followed by cycloaddition into the nitrile group giving pyrido[2,3-d]pyrimidine 7 and pyrazolo[3,4-b]pyridine 8. Also, reaction of carbonitrile 1 with 5-amino-2,4-dihydro-3H-pyrazol-3-one (9), 2-(phenylimino)-1,3-thiazolidin-4- one (11), thiobarbituric acid and cyclohexane-1,3-dione produced the novel annulated furo[3,2-g]chromenes 10, 12-14, respectively. Cyclohexane-1,2-dione reacted with carbonitrile 1 in 1:2 molar ratio afforded bis-(furochromeno)[1,10]phenanthroline 15. The prepared compounds were screened in vitro for their antimicrobial activity and some of them appeared notable activity against the tested microorganisms.

中文翻译：

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合成异环状呋喃的合成方法[3,2-

有效地合成了一系列新的含呋喃[3,2- g ]色烯的多稠合杂环系统。研究了4,9-二甲氧基-5-氧代-5 H-呋喃[3,2 - g ]色烯-6-腈（1 ）对多种碳亲核试剂的反应性，例如杂环烯醇，杂环烯胺和环状活性亚甲基化合物。腈的治疗1与4-羟基香豆素，4-羟基-1-甲基喹啉-2（1 H ^ ） -酮（3 ），2-羟基-4- ħ -吡啶并[1,2-一个]嘧啶-4-酮（4 ）提供了呋喃二氮并吡啶2 ，furochromenonaphthyridine 5 ，furochromenodipyridopyrimidine 6 。腈1与4（6）-氨基尿嘧啶和5-氨基-3-甲基-1H-吡唑的反应通过开环进行，然后环化成腈基，得到吡啶并[2,3- d ]嘧啶7和吡唑并[3 ，4- b ]吡啶8 。此外，腈的反应1与5-氨基-2,4-二氢-3- ħ吡唑-3-酮（9 ），2-（苯基亚氨基）-1,3-噻唑烷-4-酮（11 ），硫代巴比妥酸和环己烷-1,3-二酮 所产生的新的稠合呋喃并[3,2-克]苯并吡喃10 ，12 - 14分别。环己烷-1,2-二酮与甲腈1以1：2的摩尔比反应，生成双-（呋喃并色酮）[1,10]菲咯啉15 。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。