A novel synthesis of dibenzo[c,f]chromenes, dibenzo[c,h]chromenes and benzo[7,8]chromeno[3,4-f]isoindoles as antimicrobial agents

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• 作者：El-Gaby ; Mohamed S.A. ; Zahran ; Medhat A. ; Ismail ; Magda M.F. ; Ammar ; Yousry A.
• 关键词：Chromenes ; Isoindoles ; Antimicrobial
• 刊名：Il Farmaco
• 出版年：2000
• 出版时间：March, 2000
• 年：2000
• 卷：55
• 期：3
• 页码：227-232
• 全文大小：134 K

文摘

Naphtho[2,1-b]pyranone (3) was allowed to react with arylmethylenemalononitriles to yield 4-amino-5-oxo-2-aryl-5H-dibenzo[c,f]chromene-3-carbonitriles (4a,b); with ethyl 3,4-dichlorobenzylidene cyanoacetate to furnish dibenzo[c,f]chromene (5) and with elemental sulfur in dioxane containing piperidine to give thieno[3,4-d]naphtho[2,1-b]pyranone (6). Similarly, naphtho[1,2-b]pyranone (7) was reacted with arylmethylenemalononitriles and elemental sulfur to furnish dibenzo[c,h]chromenes (8) and thieno[3,4-d]naphtho[1,2-b]pyranone (10), respectively. Compound 10 underwent cycloaddition with N-arylmaleimides to yield benzo[7,8]chromeno[3,4-f]isoindoles (11a–c). Some of these compounds were screened in vitro for their antimicrobial activities.