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Preparation of Allyl-, Alkenyl- and of Functionalized Arylmanganese Reagents by Oxidative Insertion of Manganese-Graphite into Organic Halides

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons58380

Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons134976

Brunner,  Heiko
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., & Brunner, H. (1996). Preparation of Allyl-, Alkenyl- and of Functionalized Arylmanganese Reagents by Oxidative Insertion of Manganese-Graphite into Organic Halides. Tetrahedron Letters, 37(39), 7009-7012. doi:10.1016/0040-4039(96)01591-2.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-079A-A
Abstract
Reduction of MnBr2·nLiBr (n = 1,2) with 2 C8K in THF affords highly active Mn-graphite, which readily inserts into allyl-, alkenyl-, (substituted) aryl- and heteroaryl halides. The functionalized organomanganese compounds thus obtained may be efficiently trapped with different electrophiles such as aldehydes, anhydrides and acid chlorides, or can be cross-coupled with alkenyl halides in the presence of catalytic amounts of Fe(acac)3.