Site‐Selective Deuterated‐Alkene Synthesis with Palladium on Boron Nitride

Heavy stuff: A triethylamine-mediated H–D exchange reaction for the conversion of unlabeled alkynes (1) into D1alkynes (D1-1) in a mixture of D2O/THF has been developed. Furthermore, the efficient preparation of site- and regioselectively deuterated alkenes (Dn-2) from 1 or D1-1 with palladium on boron nitride (Pd/BN) as the catalyst and gaseous H2 or D2 is discussed. The resulting deuterated products are attractive and powerful tools for the synthesis of labeled compounds that are useful across a range of scientific fields (see scheme). As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.