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Thieme Gruppe, Synthesis: Journal of Synthetic Organic Chemistry, 12(52), p. 1762-1772, 2020

DOI: 10.1055/s-0039-1690892

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Functionalization of Alkenyl C–H Bonds with D2O via Pd(0)/Carboxylic Acid Catalysis

Journal article published in 2020 by Giovanni Maestri, Nicola Camedda, Andrea Serafino, Raimondo Maggi, Franca Bigi, Gianpiero Cera ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

We report herein a simple catalytic method for the extensive labeling of alkenyl C–H bonds through the combination of a palladium(0) complex and a carboxylic acid in the presence of deuterium oxide. The reaction can be applied to a variety of terminal alkenes and the best results are obtained with aryl-substituted examples. This method represents a convenient approach for the preparation of extensively labeled chemicals from the cheapest and safest source of deuterium.