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Issue 7, 2013
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Highly efficient and chemoselective α-iodination of acrylate esters through Morita–Baylis–Hillman-type chemistry

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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).

Graphical abstract: Highly efficient and chemoselective α-iodination of acrylate esters through Morita–Baylis–Hillman-type chemistry

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Publication details

The article was received on 02 Dec 2012, accepted on 02 Jan 2013 and first published on 03 Jan 2013


Article type: Communication
DOI: 10.1039/C2OB27341A
Citation: Org. Biomol. Chem., 2013,11, 1085-1088
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    Highly efficient and chemoselective α-iodination of acrylate esters through Morita–Baylis–Hillman-type chemistry

    V. Pace, G. Vilkauskaitė, A. Šačkus and W. Holzer, Org. Biomol. Chem., 2013, 11, 1085
    DOI: 10.1039/C2OB27341A

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