Journal
TETRAHEDRON
Volume 75, Issue 43, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2019.130624
Keywords
Selenoesters; alpha-amino carbonyl; Iron catalyst; Room temperature; Radical pathway
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Funding
- DST-RSF Major Research Project [INT/RUS/RSF/P-08]
- Russian Science Foundation - Russia [18-73-00301]
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An Fe(III)-catalyzed efficient method has been developed for the synthesis of selenoester derivatives in high yields through the coupling of alpha-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 alpha-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. (C) 2019 Elsevier Ltd. All rights reserved.
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