SunriseSunset - 24-9-2015 at 18:14
Does anybody know by chance what conditions/reagents/catalysts could be applied in performing this kind of reaction?
But without using pyridine?! The closest that I've come to at least having a name to use for searching is Coupling of Aryl Halides with Alkyl Halides
except so far everything uses pyridine 
Metacelsus - 24-9-2015 at 18:21
https://en.wikipedia.org/wiki/Kumada_coupling
Uses palladium or nickel catalysts, couples aryl or vinyl Grignard reagent (made from Mg and halide) to halide.
https://en.wikipedia.org/wiki/Heck_reaction
Couples aryl/vinyl halides with alkenes, using palladium catalysts (alkenes can then be hydrogenated if you want alkanes).
The palladium catalysts can be feasibly prepared from palladium metal, but are not cheap.
[Edited on 25-9-2015 by Cheddite Cheese]
Crowfjord - 24-9-2015 at 18:27
Similarly, there are many ways to use copper catalysts to couple alkyl or aryl Grignard reagents with alkyl or aryl halides. There are a lot of
references on the web if you search. I have a particular one in mind, but can't find it right now. Will post it later when I find it.
........
Here's the one I was thinking of. The paper describes alkylation of grignards, catalyzed by copper (II) chloride and lithium chloride, with or without
NMP cosolvent.
[Edited on 26-9-2015 by Crowfjord]
Attachment: Cu-Catalyzed Alkylation of Grignard Reagents.pdf (335kB)
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