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Norman C. Berns

Friedel Crafts acylation on phenylboronic acid/esters

Brian Dave  Follow
Thanks for the thoughts rolnor! I guess we'll give it a shot and see....

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Dinky Dao  Follow
There is probably problem with mixing a boronic acid and the Lewis acid catalyst, the catalyst will react and hydrolyze. If you use a arylboronic acid ester it could work if you use a mixed acyl-trifluoromethanesulphonyl anhydride as acylating agent, this can be made from a acyl chloride and trifluoromethanesulphonic acid. I say it could work, boron is so special, hard to know how it will behave. One option can be to use a excess Lewis acid, again, it could work. A boronic derivative like this is a nucleophile and it can compete with the aromatic nucleus and attack the activated acylating agent.

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