Iron(III)-catalyzed synthesis of selenoesters from α-amino carbonyl derivatives at room temperature |
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| Institution: | 1. Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, India;2. Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation;3. I. Ya. Postovskiy Institute of Organic Synthesis, Ural Division of the Russian Academy of Sciences, 22 S. Kovalevskoy Street, 620219, Yekaterinburg, Russian Federation;1. College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, China;2. School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China;3. College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China;1. Department of Pharmaceutical Sciences (Group of Catalysis, Synthesis and Organic Green Chemistry), University of Perugia, Perugia, Italy;2. Fondazione Istituto Italiano di Tecnologia, Genova, Italy;1. College of Chemistry, Chemical and Environmental Engineering, Henan University of Technology, Zhengzhou, Henan 450001, PR China;2. College of Chemistry and Molecular Engineering, Zhengzhou University, 100 Kexue Avenue, Zhengzhou, Henan 450001, PR China;3. National Institute for Food and Drug Control, Beijing 100050, PR China |
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| Abstract: | An Fe(III)-catalyzed efficient method has been developed for the synthesis of selenoester derivatives in high yields through the coupling of α-amino carbonyl/glycine derivatives and diselenides under ambient air. A library of benzoselenoate derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. Experimental results suggest that the reaction proceeds through a radical pathway. Operational simplicity, compatibility with various α-amino carbonyls and diselenides, high yields, fast reaction and mild reaction conditions are the notable advantages of this procedure. We have also shown the practical application of the synthesized selenoesters which is useful to generate peptide bonds in biological sciences. |
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| Keywords: | Selenoesters α-amino carbonyl Iron catalyst Room temperature Radical pathway |
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