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Topic: Grandberg variation of Fischer indole synthesis  (Read 2948 times)

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Offline vamsikrishna

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Grandberg variation of Fischer indole synthesis
« on: October 25, 2016, 03:04:24 AM »
Can someone please explain me the Grandberg variation of Fischer indole synthesis
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Offline kriggy

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Re: Grandberg variation of Fischer indole synthesis
« Reply #1 on: October 25, 2016, 04:32:45 AM »
You need to show some of your work. Also, it would help if you shared some reference to such synthesis so we dont have to search the internet (for example, I never heard about it)
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Offline AWK

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Re: Grandberg variation of Fischer indole synthesis
« Reply #2 on: October 25, 2016, 05:18:24 AM »
Chemistry of Heterocyclic Compounds
May 1974, Volume 10, Issue 5, pp 501–510
Indolylalkylamines from arylhydrazines and γ- or δ-halocarbonyl compounds (review)

I. I. Grandberg

DOI: 10.1007/BF00471313
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Offline orgopete

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Re: Grandberg variation of Fischer indole synthesis
« Reply #3 on: October 25, 2016, 06:04:17 PM »
Hint, the cyclic intermediate must tautomerize. Then an electrocyclic reaction can take place. Recyclization will give the indole.
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