Indium-Mediated Reformatsky-Type Reaction of β-Aminovinyl Chlorodifluoro­methyl Ketones with Heteroaryl Aldehydes

Maurice  Médebielle; Osamu  Onomura; Robert  Keirouz; Etsuji  Okada; Hirokazu  Yano; Terukazu  Terauchi

doi:10.1055/s-2002-35618

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Synthesis 2002(17): 2601-2608
DOI: 10.1055/s-2002-35618

SPECIALTOPIC

Indium-Mediated Reformatsky-Type Reaction of β-Aminovinyl Chlorodifluoromethyl Ketones with Heteroaryl Aldehydes

Maurice Médebielle*^a, Osamu Onomura^a, Robert Keirouz^a, Etsuji Okada^b, Hirokazu Yano^b, Terukazu Terauchi^b
^a Université Claude Bernard-Lyon 1 (UCBL), Laboratoire Synthèse, Electrosynthèse et Réactivité des Composés Organiques Fluorés (SERCOF), UMR CNRS-UCBL 5622, Bâtiment E. Chevreul, 43 Bd du 11 Novembre 1918, 69622 Villeurbanne Cedex, France
Fax: +33(4)72431323; e-Mail: medebiel@univ-lyon1.fr;
^b Department of Chemical Science and Engineering, Faculty of Engineering, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan

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Publication History

Received 23 October 2002
Publication Date:
20 November 2002 (online)

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Abstract

Indium can efficiently mediate the Reformatsky-type reaction between some β-aminovinyl chlorodifluoromethyl ketones and a series of heteroaryl aldehydes, to afford the corresponding difluoromethylene compounds in good to high yields.

Key words

indium - Reformatsky - fluorine - β-aminovinyl ketones - nucleophilic additions

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