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Organic & biomolecular chemistry

Highly efficient and chemoselective α-iodination of acrylate esters through Morita-Baylis-Hillman-type chemistry.


PMID 23303274

Abstract

The chemoselective α-iodination of various simple and multi-functionalised acrylic esters is efficiently accomplished by a Morita-Baylis-Hillman protocol involving the use of N-iodophthalimide, 3-quinuclidinol and KF-Celite in acetonitrile. No degradation of the obtained compounds was observed under the optimized conditions thus, furnishing α-iodoacrylates suitable for organometallic reactions (i.e. Nozaki-Kishi-Hiyama type coupling).

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