By Satori G., Maggi R.
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Additional info for Advances in Friedel-Crafts Acylation Reactions.. Catalytic and Green Processes
Quite similar results are achieved with iron trichloride, tin tetrachloride, and zinc chloride, while in the case of antimony pentachloride and titanium tetrachloride, compound 5 is the major product. Mechanistic studies show that the reaction involves the isomerization of 5 to 7 and 6. 1 Activity and selectivity of different Lewis acids in the benzoylation of 2-MN with BC O OMe 5 + OMe COCl O PhNO2, 3 h + OMe 4 6 + OMe O 7 Product distribution (%) Catalyst T (°C) 4 Conv. 7 Interestingly, this compound can be transformed in situ into bismuth trichloride by reaction with acyl chlorides: BiOCl + 2RCOCl → BiCl3 + (RCO)2O.
4 Synthesis of (E)‑2‑benzylideneindan‑1‑ones promoted by TFAA R R COOH 13 TFAA, CH2Cl2, reflux, 2 h O 14 R Yield (%) Ph 4‑MeC6H4 4‑EtC6H4 4‑PriC6H4 2‑MeC6H4 4‑BrC6H4 63 61 59 56 67 50 yields (78%–95%) with BAN or BC in the presence of bismuth(III) triflate (10% mol) without solvent. 15 for chlorobenzene). 24 It is assumed that the active cationic catalyst of titanium(IV) monochlorotriflate activates the carboxylic anhydride and generates a catalytic amount of mixed triflic– carboxylic anhydride along with titanium carboxylate.
2003. An alternative route to syntheses of aryl keto acids in a chloroaluminate ionic liquid. J. Chem. Res. (S) 650–651. 7. Surette, J. K. , and Singer, R. D. 1996. 1‑Ethyl‑3‑methylimidazolium hologenoaluminate melts as reaction media for the Friedel–Crafts acylation of ferrocene. Chem. Commun. 2753–2754. 8. , and Vol’pin, M. 1993. Direct alkylacylation of arenes and cycloalkanes in the presence of aprotic superacids. J. Chem. , Chem. Commun. 257–258. 9. Galli, C. 1979. Acylation of arenes and heteroarenes with in situ generated acyl trifluoroacetates.
Advances in Friedel-Crafts Acylation Reactions.. Catalytic and Green Processes by Satori G., Maggi R.