Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 7, Pages 1085-1088Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob27341a
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The chemoselective alpha-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 alpha-iodoacrylates suitable for organometallic reactions (i.e. Nozaki-Kishi-Hiyama type coupling).
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