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Topic: Pd catalysed coupling  (Read 2408 times)

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Offline medist

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Pd catalysed coupling
« on: June 22, 2011, 05:15:36 AM »
Hello can anybody tell me does a bicyclic bromo compound with Br at bidgehead position react in Pd-catalysed couplings

Offline Honclbrif

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Re: Pd catalysed coupling
« Reply #1 on: June 22, 2011, 07:44:12 AM »
Which Pd-catalyzed coupling are you thinking about? There are a few of them...
Individual results may vary

Offline medist

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Re: Pd catalysed coupling
« Reply #2 on: July 06, 2011, 05:35:18 AM »
Which Pd-catalyzed coupling are you thinking about? There are a few of them...


for example in Suzuki coupling or Stille coupling

Offline Åke

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Re: Pd catalysed coupling
« Reply #3 on: July 06, 2011, 09:20:39 PM »
You're probably looking for Kumada coupling. However, the compeating β-hydride elimination may pose a problem in your case. There are methods aimed at preventing this side-reaction, a recent example: Joshi-Pangu, A.; Wang, C-Y.; Biscoe, M. R. Nickel-Catalyzed Kumada Cross-Coupling Reactions of Tertiary Alkylmagnesium Halides and Aryl Bromides/Triflates J. Am. Chem. Soc., 2011, 133, 8478–8481 http://pubs.acs.org/doi/abs/10.1021/ja202769t  Note that 2 mol equivalents of RMgX is used.

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