Optimization of catalyst for oxidative cross-coupling reaction of pyridine N-oxides and benzofurans for the synthesis of biologically active compounds

Subject Areas :

ابراهیم کیان مهر ¹ , رکسانا فضلی ² , مارال غلامحسینی ³

1 - دانشیار شیمی آلی، دانشکده شیمی، پردیس علوم، دانشگاه تهران، تهران، ایران
2 - کارشناس ارشد شیمی آلی، دانشکده شیمی، پردیس علوم، دانشگاه تهران، تهران، ایران
3 - دکترای شیمی آلی، دانشکده شیمی، پردیس علوم، دانشگاه تهران، تهران، ایران

Received: 2017-04-28 Accepted : 2018-10-30 Published : 2018-11-22

Keywords: Palladium, Oxidative cross coupling reaction, Pyridine N-Oxide, Benzofuran,

Abstract :

In this study, oxidative coupling of pyridine N-oxides with benzofurans has been investigated through palladium-catalyzed oxidative coupling reactions. Benzofuran derivatives, especially 2-aryl benzofurans, exhibit many functional and biological properties such as anticancer, antifungal, and antimalaria activity. These compounds are also used to treat asthma and rheumatism. 2-Pyridyl benzofurans have electroluminescence properties and are used for imaging of beta-amyloid plaques in Alzheimer's disease. In this paper, a series of compounds with anticipated biological properties are prepared with high efficiency by direct formation of a carbon-carbon bond between the two carbon-hydrogen bonds of benzofuran and pyidine N-oxide derivatives bearing electron donating or withdrawing groups, using palladium acetate as a catalyst and copper acetate and bromide as oxidant

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