Synthesis and Biological Evaluation of Chromen-2-One and Chromen-2-Imine Derivatives Bearing Aryldiazenyl Moiety as Expected Antimicrobial Agents
Mohamed A. Salem, Samir Y. Abbas, Mohamed H. Helal, Abdullah Yahya Abdullah Alzahrani
Abstract
In an attempt to develop new antifungal and antibacterial agents; new series of chromen-2-one and chromen-2-imine derivatives bearing an aryldiazenyl group were synthesized. 2-Chromenones were synthesized through ring closure of 5-aryldiazenylsalicylaldehyde derivatives by ethyl acetoacetate, diethylmalonate and hippuric acid. 2-Chromenimines were synthesized through ring closure of 5-aryldiazenylsalicylaldehydes by malononitrile, cyanoacetamide and cyanoacetamide derivatives. The Knoevenagel reaction between 5-(aryldiazenyl)salicylaldehydes and ethyl cyanoacetate produced coumarin or iminocoumarin depends on the nature of the aromatic ring substituent. The antimicrobial activity for the synthesized chromen-2-one and chromen-2-imine derivatives were evaluated.