A practical and convenient protocol for the synthesis of (E)-α,β-unsaturated acids.

Org Lett

Mendeleev Block, Department of Chemistry, Indian Institute of Science Education & Research (IISER), Pune, 411008, Maharashtra, India.

Published: September 2013

α,β-Unsaturated acids are very useful and versatile reagents in organic synthesis. A novel, practical, and convenient catalytic protocol comprising FeCl3·6H2O (0.5 mol %) and H2O (1 equiv) in CH3NO2 is described for the rapid synthesis of α,β-unsaturated acids with high E-stereoselectivity under both microwave and conventional heating conditions with high TON and TOF values. This powerful approach efficiently demonstrated the utility of biomass derived aldehydes to build chemical agents used as fuel additives. The method proved to be scalable to gram scale synthesis.

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http://dx.doi.org/10.1021/ol402130tDOI Listing

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