Practical iron-catalyzed dehalogenation of aryl halidesElectronic supplementary information (ESI) available: Experimental details and spectra. See DOI: 10.1039/c0cc01980a

An operationally simple iron-catalyzed hydrodehalogenation of aryl halides has been developed with 1 mol% Fe(acac) 3 and commercial t -BuMgCl as reductant. The mild reaction conditions (THF, 0 °C, 1.5 h) effect rapid chemoselective dehalogenation of (hetero)aryl halides (I, Br, Cl) and tolerate F, C...

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Main Authors Czaplik, Waldemar Maximilian, Grupe, Sabine, Mayer, Matthias, Wangelin, Axel Jacobi von
Format Journal Article
LanguageEnglish
Published 17.08.2010
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Summary:An operationally simple iron-catalyzed hydrodehalogenation of aryl halides has been developed with 1 mol% Fe(acac) 3 and commercial t -BuMgCl as reductant. The mild reaction conditions (THF, 0 °C, 1.5 h) effect rapid chemoselective dehalogenation of (hetero)aryl halides (I, Br, Cl) and tolerate F, Cl, OR, SR, CN, CO 2 R, and vinyl groups. Iron-catalyzed reaction of aryl halides with t -BuMgCl renders an effective dehalogenation procedure via sequential iron-centered β-hydride elimination and reductive elimination.
Bibliography:Electronic supplementary information (ESI) available: Experimental details and spectra. See DOI
10.1039/c0cc01980a
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc01980a