Topic: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide (Read 413 times)

Rahul Bhujbal · « **on:** January 01, 2025, 02:38:24 AM »

Please suggest any strong lewis acid (except AlCl3) or catalyst that can promote the intramolecular friedal crafts cyclization of 2-chloro-N-(4-fluorophenyl) acetamide

Babcock_Hall · « **Reply #1 on:** January 02, 2025, 08:32:20 PM »

What are your thoughts?

rolnor · « **Reply #2 on:** January 05, 2025, 12:04:23 AM »

Any Lewis acid will bind to the amide oxygen/nitrogen and inactivate the aromatic nucleus, I don't see how this could work. Do you have any alternative scheme?

Rahul Bhujbal · « **Reply #3 on:** January 05, 2025, 02:03:40 AM »

Quote from: rolnor on January 05, 2025, 12:04:23 AM

Any Lewis acid will bind to the amide oxygen/nitrogen and inactivate the aromatic nucleus, I don't see how this could work. Do you have any alternative scheme?

No there is no alternative this is the reported scheme, in which AlCl3 is used as lewis acid which takes out the chlorine and results in the formation of carbocation which then binds with the aromatic ring carbon and forms the oxindole ring

rolnor · « **Reply #4 on:** January 06, 2025, 11:33:34 PM »

Ok, why don't you like AlCl3? It's cheap?

Topic: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide (Read 413 times)

Rahul Bhujbal

5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide

Babcock_Hall

Re: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide

rolnor

Re: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide

Rahul Bhujbal

Re: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide

rolnor

Re: 5-fluro-2-oxindole synthesis from 2-chloro-N-(4-flurophenyl) acetamide

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