Synthesis, Table of Contents Synthesis 2019; 51(12): 2532-2541DOI: 10.1055/s-0037-1610704 special topic © Georg Thieme Verlag Stuttgart · New York Ruthenium-Catalyzed [2+2+2] Cycloaddition of α,ω-Diynes and Selenocyanates: An Entry to Selenopyridine Derivatives Christine Tran , Mansour Haddad , Virginie Ratovelomanana-Vidal * PSL Research University, Chimie ParisTech, CNRS, Institute of Chemistry for Life and Health Sciences, 11 rue Pierre et Marie Curie, Paris, 75005, France Email: virginie.vidal@chimie-paristech.fr › Author Affiliations Recommend Article Abstract Buy Article All articles of this category Published as part of the Special Topic Ruthenium in Organic Synthesis Abstract A novel synthetic method for the preparation of selenopyridine derivatives, involving a [2+2+2] cycloaddition of α,ω-diynes and selenocyanates that is catalyzed by a ruthenium complex is described. This mild and straightforward reaction allows access to a wide range of selenopyridines with high yields and excellent regioselectivities, using dichloromethane or dichloroethane as solvents, at either 50 or 80 °C. Post-functionalization of halogenated cycloadducts via cyanation using copper and SNAr reaction provides substituted selenopyridines with good yields. Key words Key wordsruthenium - cycloaddition - selenium - heterocycles - pyridines Full Text References References 1 Marini F, Sternativo S. Synlett 2013; 24: 11 2 Kim HS, Kim YJ, Lee H, Park KY, Lee C, Chin CS. Angew. Chem. Int. Ed. 2002; 41: 4300 3 Freitas CS, Barcellos AM, Ricordi VG, Pena JM, Perin G, Jacob RG, Lenardão EJ, Alves D. Green Chem. 2011; 13: 2931 4 Khan MN, Karamthulla S, Choudhury LH, Faizi MS. H. RSC Adv. 2015; 5: 22168 5 Nogueira CW, Rocha JB. T. J. Braz. Chem. Soc. 2010; 21: 2055 6 Dawson DA, Masayasu H, Graham DI, Macrae IM. Neurosci. 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