Hydroamination and Hydroalkoxylation Catalyzed by Triflic Acid. Parallels to Reactions Initiated with Metal Triflates
2006; American Chemical Society; Volume: 8; Issue: 19 Linguagem: Inglês
10.1021/ol061174+
ISSN1523-7060
AutoresDevon C. Rosenfeld, Shashank Shekhar, Akihiro Takemiya, Masaru Utsunomiya, John F. Hartwig,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoIntermolecular additions of the O-H bonds of phenols and alcohols and the N-H bonds of sulfonamides and benzamide to olefins catalyzed by 1 mol % of triflic acid and studies to define the relationship between these reactions and those catalyzed by metal triflates are reported. Cyclization of an alcohol containing pendant monosubstituted and trisubstituted olefins catalyzed by either triflic acid or metal triflates form products from addition to the more substituted olefin, and additions of tosylamide catalyzed by triflic acid or metal triflates form indistinguishable ratios of the two N-alkyl sulfonamides.
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