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Issue 21, 2012
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An efficient nickel-catalyzed alkenylation of functionalized benzylic halides with alkenylaluminum reagents

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Abstract

Highly efficient and simple coupling reactions of benzylic bromides or chlorides with alkenylaluminum reagents catalyzed by NiCl2(PPh3)2 are reported. The coupling reactions proceed effectively at room temperature employing low loading of catalyst, 0.5 mol% for benzylic bromides having either electron-donating or -withdrawing substituents on the aromatic ring, affording coupling products in excellent yields of up to 94% in short reaction times. The coupling reactions of benzylic chloride require 5 mol% of the catalyst and a longer reaction time of 2 h.

Graphical abstract: An efficient nickel-catalyzed alkenylation of functionalized benzylic halides with alkenylaluminum reagents

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Publication details

The article was received on 11 Feb 2012, accepted on 03 Apr 2012 and first published on 03 Apr 2012


Article type: Paper
DOI: 10.1039/C2OB25303H
Citation: Org. Biomol. Chem., 2012,10, 4243-4248
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    An efficient nickel-catalyzed alkenylation of functionalized benzylic halides with alkenylaluminum reagents

    D. B. Biradar and H. Gau, Org. Biomol. Chem., 2012, 10, 4243
    DOI: 10.1039/C2OB25303H

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