Beilstein J. Org. Chem.2015,11, 358–362, doi:10.3762/bjoc.11.41
Chemistry of New Materials NAS Belarus, 220141, Minsk, Belarus Department of General and Inorganic Chemistry, National Research Tomsk Polytechnic University, 634050 Tomsk, Russia 10.3762/bjoc.11.41 Abstract An environmentally friendly Matsuda–Heckreaction with arenediazonium tosylates has been developed
; diazonium salts; Matsuda–Heckreaction; microwave-assisted synthesis; stilbenes; Introduction
Diazonium salts are known as one of the most valuable building blocks in organic synthesis [1]. Today, their most common use is the construction of carbon–carbon bonds in palladium-catalyzed reactions. Starting
with the work of Matsuda’s group [2], who used a diazonium salt as a high-reactive electrophile for a Heck reaction, the Matsuda–Heckreaction does require the addition of neither bases nor ligands and is carried out under very mild conditions [3]. Furthermore, diazonium salts are more often prepared
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Graphical Abstract
Scheme 1:
Arylation of methyl acrylate (1a) with arenediazonium tosylate 2a.