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Topic: Alternative Curtius rearrangement  (Read 2464 times)

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Offline Kikkert

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Alternative Curtius rearrangement
« on: March 25, 2018, 09:55:12 AM »
For a writing assignment I chose a synthesis that at some point uses a Curtius rearrangement. But it is strange.
The main point is that it leads to a decarboxylation.
It does not use an alcohol, and instead of introducing an amine group, it makes a C=C from a C-C. I cannot find a fitting reaction mechanism for this. It is said in the article that it is the minor product, but I'd still like to have a reaction mechanism for this. Literature is scarce.

This is the overall reaction, is it possible that DBU takes a proton from the carbon next to the O?
« Last Edit: March 25, 2018, 12:06:42 PM by Kikkert »

Offline pgk

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Re: Alternative Curtius rearrangement
« Reply #1 on: March 27, 2018, 12:35:27 PM »
Question: Is any further working up procedure that involves water, e.g. purification by extraction or washing?

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