This submission belongs to the session a. General Organic Synthesis of the event The 15th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2011
Citation
Sergey Gennadievich Krivokolysko, Victor Victorovich Dotsenko, Diversity-oriented Cascade Synthesis of Pyrido[2\',3\':4,5]thieno[2,3-b]pyridine Derivatives, in Proceedings of The 15th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2011, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-15-00727
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Diversity-oriented Cascade Synthesis of Pyrido[2\',3\':4,5]thieno[2,3-b]pyridine Derivatives
Sergey Gennadievich Krivokolysko 1
Victor Victorovich Dotsenko 1
1. ChemEx Laboratory, Vladimir Dal’ East Ukrainian National University, kv Molodezhny 20-A 7/309, 91034 Lugansk
Abstract
A library of 2-amino-9-aryl-3-cyano-4-methyl-7-oxo-6,7,8,9-tetrahydropyrido[2\',3\':4,5]thieno[2,3-b]pyridines which recently have been reported as selective progesterone receptor agonists was synthesized by ternary condensation of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with malononitrile and acetone, and alternatively by reaction of bis(4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-yl)disulfides with acetone and malononitrile in basic media. The mechanism, scope and limitations of the reactions are discussed.
Keywords
dipyridothiophenes
thienopyridines
progesterone receptor agonists
cascade heterocyclization
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Synthesis of new bitopic tetra(pyrazolyl)-ligands with neopentane and o-xylene backbones