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ChemInform Abstract: Chemistry in Superacids. Part 39. Methanesulfonylation of Deactivated Aromatic Compounds in Superelectrophilic Systems CH3SO2F—3SbF5 and (CH3SO2) 2O—2CF3SO3H—B (O3SCF3)3.

✍ Scribed by G. A. Olah; A. Orlinkov; A. B. Oksizogly; G. K. Surya Prakash

Publisher: John Wiley and Sons
Year: 2010
Weight: 37 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199918084

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✦ Synopsis

3 ) 3 . The reaction proceeds with high regioselectivity. Thus, methanesulfonylation of 1,2,4-trifluorobenzene (V) exclusively affords the 1-mesyl-2,4,5-trifluorobenzene (VI). In dihalobenzenes [cf. compounds (VII) and (Ia)], the para-position is predominantly substituted [cf. compound (VIII)]. Other methanesulfonylating systems like MeSO 2 X-AlX 3 (X: Cl, Br) are less useful since they cause halogenation side reactions. -(OLAH, G.

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