All Notebooks | Help | Support | About
9th January 2014 @ 06:06 Edited by www.google.com-accounts-
Edit Reason: corrected spelling and format
Key:b968d1f754398feec853666d172d3b59
9th January 2014 @ 06:05 Edited by www.google.com-accounts-
Edit Reason: First Entry
Key:47bc1ed87025ecd8df2fd8accfbf1977
Comments
Re: Carbonylation Project - Appeal for a collaborator by Matthew Todd
17th January 2014 @ 05:43
Steven Oliver from Merck emailed to suggest the following:

"Carry your acid as a furan to the end and blast open with permanganate or RuCl3/NaIO4 in the final step. Depending on your Ar group, may trash your compound, but could be quick to try. The heterocycle itself should be stable enough. Would have to start from the following compound: ClC1=NC(C2=CC=CO2)=CN=C1. Should be an easy Suzuki to make it from the 2,6-dichloro.

If you want to stick with the carbonylation route, I’d recommend reading: JOC, 2008, 7096. You probably need to use an alkyl substituted bis-phosphine ligand as described in this paper for this coupling. The phenoxide product is also probably even more useful to you than the acid you’re trying to make, because it can obviously get you to your amides directly."
Also posted this here.
Re: Carbonylation Project - Appeal for a collaborator by Matthew Todd
17th January 2014 @ 05:55
Muneer Ahamed (https://www.facebook.com/ahamed.muneer.3), formerly of the Todd group, says on Facebook "Why not CO2? which will open up lot of new possibilities. http://dx.doi.org/10.1021/ja303514b and http://dx.doi.org/10.1021/ja803435w. May be you are aware of this."