Convenient Preparation of Polyfunctional Aryl Magnesium Reagents by a Direct Magnesium Insertion in the Presence of LiCl

In the footsteps of Victor Grignard: The simple LiCl‐mediated insertion of magnesium into aryl chlorides and bromides at moderate temperatures leads to functionalized organomagnesium reagents (see scheme). An unprecedented range of functional groups may be present in the substrates (e.g. CN, CO2R, O...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-08, Vol.47 (36), p.6802-6806
Hauptverfasser: Piller, Fabian M, Appukkuttan, Prasad, Gavryushin, Andrei, Helm, Matthew, Knochel, Paul
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Sprache:eng
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Zusammenfassung:In the footsteps of Victor Grignard: The simple LiCl‐mediated insertion of magnesium into aryl chlorides and bromides at moderate temperatures leads to functionalized organomagnesium reagents (see scheme). An unprecedented range of functional groups may be present in the substrates (e.g. CN, CO2R, OTs, OBoc; Ts=p‐toluenesulfonyl, Boc=tert‐butylcarbonyloxy).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200801968