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Synthesis of ethyl-3-amino-1-aryl-1H-benzo[f]chromeme-2-carboxylate derivatives promoted by DMAP

In simple reaction conditions, the use of DMAP is explored as an easy workup and a green catalyst for the one-pot three-component synthesis ethyl 3-amino-1-aryl-1H-benzo[f]chromene-2-carboxylate derivatives. | Synthesis of ethyl-3-amino-1-aryl-1H-benzo f chromeme-2-carboxylate derivatives promoted by DMAP Current Chemistry Letters 6 2017 117 124 Contents lists available at GrowingScience Current Chemistry Letters homepage www.GrowingScience.com Synthesis of ethyl-3-amino-1-aryl-1H-benzo f chromeme-2-carboxylate derivatives promoted by DMAP Abbas Ghasemian Zeidanlua Safoora Sheikhb Jalil Laria and Hooshang Vahedia a Department of Chemistry Payame Noor University Mashhad 91735-433 Iran b Department of Chemistry Faculty of Science University of Birjand Birjand 97179-414 Iran CHRONICLE ABSTRACT Article history An efficient route convenient and environmentally friendly procedure for the synthesis Received January 2 2017 chromenes derivatives have been developed via a three-component coupling and one-pot Received in revised form reactions of various aromatic aldehyde with malononitrile or ethyl cyanoacetate and phenols March 1 2017 in the presence N N-dimethylpyridin-4-amine DMAP in reflux conditions. In simple reaction Accepted March 21 2017 conditions the use of DMAP is explored as an easy workup and a green catalyst for the one- Available online pot three-component synthesis ethyl 3-amino-1-aryl-1H-benzo f chromene-2-carboxylate March 21 2017 derivatives. Keywords Benzochromenes Three-component reaction DMAP 2017 Growing Science Ltd. All rights reserved. 1. Introduction Chromenes derivatives are very important biologicals that occur widely in natural products. Chromenes derivatives significant heterocycles that are known to have multiple biological activities1 for instance antibacterial 2 antitumor 3 sex pheromonal 4 antimicrobial 5 TNF-a inhibitory 6 anticancer 7 antifungal 8 estrogenic 9 antiviral10 and anti-HIV.11 Such compounds have also been applied in pigments and insecticides12 and therefore a number of methods and catalysts have been reported for the synthesis of chromene derivatives such as a 1- n-butyl -3-methylimidazolium hydroxide bmim - OH H2O reflux 13 .