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Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols.

Jagadish DasMari VellakkaranDebasis Banerjee
Published in: Chemical communications (Cambridge, England) (2019)
Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20 : 1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.
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