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Topic: Does anyone know the name of this reaction?  (Read 802 times)

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Offline sharbeldam

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Does anyone know the name of this reaction?
« on: December 30, 2020, 06:08:41 AM »
I'm trying to find the mechanism for it
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Offline AWK

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Re: Does anyone know the name of this reaction?
« Reply #1 on: December 30, 2020, 08:07:10 AM »
This is one of the many methods of indole synthesis. Formally, it is cyclization combined with the elimination of a water molecule. The catalyst is a strong acid. This reaction is probably carried out in boiling ethanol. Try to figure out a mechanism.
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Offline sharbeldam

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Re: Does anyone know the name of this reaction?
« Reply #2 on: December 30, 2020, 08:51:00 AM »
so i protonate with p-TsOH the keto function. Then you have a nucleophilic attack of your benzene ring to the carbon atom bearing ketone. Then you have water elimination?
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Offline AWK

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Re: Does anyone know the name of this reaction?
« Reply #3 on: December 30, 2020, 08:55:22 AM »
It makes sense. Finally proton...
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