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Topic: Friedel-Crafts acylation of BOC-aniline  (Read 3750 times)

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Offline Reddart

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Friedel-Crafts acylation of BOC-aniline
« on: May 10, 2015, 10:29:50 AM »
Should be reactive towards acylation, but am concerned the LA catalyst as well as the liberated acid would deprotect the amine (and then quench the reaction).

Is there a particular PG and/or mild LA combination that works for anilines?

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Offline pgk

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Re: Friedel-Crafts acylation of BOC-aniline
« Reply #1 on: May 11, 2015, 01:22:20 PM »
Method of Friedel-Crafts acylation of anilides
US Patent 7,214,827 (2007)
http://www.google.com/patents/US7214827?hl=el&cl=en

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Offline Reddart

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Re: Friedel-Crafts acylation of BOC-aniline
« Reply #2 on: July 02, 2015, 12:13:27 AM »
10 mol% Ga(OTf)3, MeNO2 LiClO4 Adv. Synth. Catal. 2001, 343, No. 1

I have not tried it yet, I'm waiting on reagents.
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Offline pgk

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Re: Friedel-Crafts acylation of BOC-aniline
« Reply #3 on: July 02, 2015, 11:20:33 AM »
I wish you the best.
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