Beilstein Journal of Organic Chemistry p. 1962 - 1973 (2019)
Update date:2022-08-05
Topics:
Ryabukhin, Dmitry S.
Turdakov, Alexey N.
Soldatova, Natalia S.
Kompanets, Mikhail O.
Ivanov, Alexander Yu.
Boyarskaya, Irina A.
Vasilyev, Aleksander V.
Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br?nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.
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