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One‐pot Synthesis of Quinoxaline Chalcones from Commercially Available Calcium Carbide Through Palladium‐Catalyzed Coupling Reactions
Author(s) -
Soozani Atena,
Keivanloo Ali,
Bakherad Mohammad
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701803
Subject(s) - quinoxaline , chalcone , moiety , chemistry , aldehyde , palladium , coupling reaction , catalysis , diethylamine , combinatorial chemistry , acetylene , organic chemistry , calcium carbide
New (E)‐3‐(2‐aminoquinoxalin‐3‐yl)‐1‐arylprop‐2‐en‐1‐ones are prepared through the multi‐component reaction of 3‐substituted‐2‐chloroqunoxalines, calcium carbide, and aromatic aldehydes in the presence of diethylamine, catalyzed by Pd/Cu in acetonitrile. This synthetic strategy presents an acetylene molecule linking the quinoxaline scaffold to an aldehyde moiety for construction of quinoxaline chalcone by two carbon‐carbon bond coupling reactions. This one‐pot process provides an efficient and direct method for the synthesis of new quinoxaline chalcones from the low‐cost calcium carbide with good yields. A number of synthesized compounds were screened for their in vitro anti‐bacterial activity against Gram‐positive and Gram‐negative bacteria using a well‐diffusion method.