I need C- acylated product. Can i use triflic acid. And even if ester is formed it may undergo fries rearrangement in TfOH. Any other option?
Friedels craft reaction is old. If you show me what reaction you are trying to do (picture of structures) I think I can suggest a better way.
Friedel Crafts is very non-selective, and if you have an activated ring like phenol, you'll likely end up with multiple acylations. You would also need to protect the phenol group since otherwise you're likely to end up with phenol esters. I would need to know more about the reaction to recomend a pathway.
You can try that method, but I think a better one would be to use Knochel Turbo Grignard. These Grignards are superior to traditional Grignards because they do not add twice to acyl chlorides to form tertiary alcohols. They also have exceptional functional group tolerance (wont add to esters) because you can form them at very low temperature.
In your case you have a phenol but Knochel was able to make Grignard reagent in presence of phenol without protecting it. The only thing you would need is 4-iodophenol instead of just phenol but if you got 4-iodophenol, you could magnesiate it and it would add to your acyl chloride no problem.
Attached is reference. I have seen Knochel add into acyl chlorides before to get ketones so you should be able to as well even though this particular paper doesn't show that substrate. I picked this paper because it focuses on making Grignards in presence of phenol (which is what you have) and performing an addition reaction.
Friedel- Crafts acylation with phenol in presence of AlCl3 will give two products o-hydroxy acetophenone & p-hydroxy acetophenone by heating phenol with AlCl3 in nitrobenzene as a solvent for 4 hrs. The mixture of the product formed , o-product can be separated from p-product by steam distillation.
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