Deuterium labeling has found extensive applications across various research fields, including organic synthesis, drug design, and molecular imaging. Electrocatalytic semi-hydrogenation of alkynes offers a viable route for the synthesis of Z-alkenes, yet it falls short in achieving the semi-deuteration of these compounds. In this study, we report an electrochemical cobalt-catalyzed transfer deuteration reaction that proficiently accomplishes the semi-deuteration of alkynes, yielding Z-configuration deuterated alkene products. This reaction utilizes cost-effective cobalt salts as catalysts and employs DO and AcOD (acetic acid-d) as economical and efficient deuterium sources, underscoring its practicality and feasibility. The reaction demonstrates a broad alkyne substrate scope, high reaction efficiency, good functional group compatibility, excellent Z-selectivity, and a remarkable degree of deuteration rate.
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Electrochemical cobalt-catalyzed semi-deuteration of alkynes to access deuterated Z-alkenes.
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State Key Laboratory of Precision and Intelligent Chemistry, University of Science and Technology of China, Hefei, China.
Deuterium labeling has found extensive applications across various research fields, including organic synthesis, drug design, and molecular imaging. Electrocatalytic semi-hydrogenation of alkynes offers a viable route for the synthesis of Z-alkenes, yet it falls short in achieving the semi-deuteration of these compounds. In this study, we report an electrochemical cobalt-catalyzed transfer deuteration reaction that proficiently accomplishes the semi-deuteration of alkynes, yielding Z-configuration deuterated alkene products.
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