Transient Directing Group Enabled C3-(sp2)−H Alkenylation of Five Membered Heterocyclic Aldehydes: An Access to Mechanochromic Luminogen
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Wiley
Abstract
The palladium (II) catalyzed direct C3-(sp2)−H alkenylation of five membered heterocyclic aldehydes has been developed using 3-aminobutanoic acid as a catalytic transient directing group. A wide range of heterocyclic aldehydes reacted with various acrylates to afford highly site-selective C3-alkenylated products. This method features an exclusive E-selective alkenylation at the C3-position of heterocyclic aldehydes with a broad substrate scope. The protocol also proved to be useful to construct the mechanochromic luminogen.
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Keywords
Organic chemistry, Inorganic chemistry, Organometallic chemistry, Green chemistry, Homogeneous catalysis, Heterogeneous catalysis, Organocatalysis, Enzyme catalysis, Asymmetric catalysis, Multiphase catalysis, Organic synthesis, Asymmetric synthesis, Synthetic methods, Supported catalysts, Ligand design
Citation
Advanced Synthesis & Catalysis, 365(17), 2922-2928.