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New in Barton decarboxylation

27 December 2016 - Organic reactions

BartonDecarboxQin2016.svg.png Qin et al. have reported a new take on the classic Barton decarboxylation. This organic reaction is usually associated with Barton esters that have low stability and have a terrible smell. A similar ester based on N-hydroxyphthalimide was found with equally desired electron accepting properties. In the optimized reaction this ester was reacted with elemental zinc and nickel chloride (forming an active catalyst Ni(0)) and a bipyridine ligand. Phenylsilane was the proton donor. Key advantages: low reagent costs and low water/air sensitivity, the reaction can be run as a one-pot reaction.