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Topic: flavone synthesis  (Read 5463 times)

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Offline Bibinou

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flavone synthesis
« on: October 09, 2006, 03:12:54 PM »
Hello,

it exists sevaral methods to make the flavone synthesis.
I see how works the fist step of each method, but don't see how works the mecanism of the other steps in both methods (see enclosed doc.)

I thank you very much for you help.

Offline Dan

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Re: flavone synthesis
« Reply #1 on: October 09, 2006, 06:47:28 PM »
Methode 1, Ar = Aryl group

etape 2, enolise ketone, attack ester, leaving group is ArO- (stabilised)
nucleophilic catalyisis by Pyridine?

etape 3, protonate rightmost carbonyl, attack with ArOH, dehydrate

Methode 2, etape2, I'm not sure of the role of glycerol here, sorry...
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Offline Chudasama

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Re: flavone synthesis
« Reply #2 on: November 19, 2006, 05:38:56 AM »
don't understand the source of base in methode 1 etape 3?

does dehydration proceed through a carbocation intermediate or a concerted mechanism?

could someone please kindly answer these questions

thanks

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