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Copper‐Catalyzed Allylic C−H Alkynylation by Cross‐Dehydrogenative Coupling
Author(s) -
Almasalma Ahmad A.,
Mejía Esteban
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801772
Subject(s) - allylic rearrangement , surface modification , catalysis , copper , derivatization , alkynylation , chemistry , combinatorial chemistry , palladium , coupling (piping) , molecule , coupling reaction , polymer chemistry , organic chemistry , materials science , high performance liquid chromatography , metallurgy
C−H bond functionalization is a well‐developed concept that has been thoroughly studied and gives entry to rather complex molecules without the need for previous derivatization of the substrates. The use of copper complexes in allylic C−H bond functionalization under oxidative conditions as an alternative to the well‐established palladium‐based methodologies remains largely underdeveloped. Here, we show for the first time a selective cross‐dehydrogenative coupling reaction between underivatized allylic substrates and terminal alkynes to produce 1,4‐enynes in high yields in a single step, using an in situ synthesized copper catalyst and an oxidant.