Cu(I)-Catalyzed -Aminoalkynylation of Diazo Compounds: Synthesis of Fluorinated Propargylic Amines.

J Org Chem

Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, CH-1015 Lausanne, Switzerland.

Published: August 2021

The -aminoalkynylation of fluorinated diazo compounds catalyzed by a simple Cu(I) salt is described. This three-component reaction allows the synthesis of propargylic amines with broad functional group tolerance. Both electron-rich and electron-poor anilines can be used as nucleophiles and alkyl-, aryl-, and silyl-substituted EthynylBenziodoXoles (EBX) as electrophiles.

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http://dx.doi.org/10.1021/acs.joc.1c01423DOI Listing

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