Various arylbis(trifluoromethylsulfonyl)methanes (1) have been synthesized by reacting the corresponding benzylic halides with sodium trifluoromethanesulfinate and then with triflic anhydride. In addition, when the aryl group of 1 is a pentafluorophenyl group, the nucleophilic para-substitution of the aryl group with alkyllithiums and sodium alkoxides occurs. This reaction is useful for the design of new Brønsted acids.
Sulfones Q 0600Facile Synthesis of Aryl-and Alkyl-bis(trifluoromethylsulfonyl)methanes. -The title compounds (VI), (X), and (XI) are readily prepared by reaction of the corresponding trifluoromethyl sulfones (IV) and (IX) with Tf2O. The nucleophilic para-substitution in the compound (XI) is used for the synthesis of a variety of novel derivatives (XIII), (XV), and (XVI). -(HASEGAWA, A.; ISHIKAWA, T.; ISHIHARA*, K.; YAMAMOTO, H.; Bull. Chem.
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