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Maas and Stang 249 were the first to show that in the reaction with sulfur-containing organic compounds, triflic anhydride can act as an oxidizing agent. Thus, its reaction with thioureas and trithiocarbonates results in stable dicationic disulfide salts 329 ( Scheme 130 ).
12 Μαΐ 2000 · The main thrust of the synthetic use of triflic anhydride is its reaction with oxygen nucleophiles—carbonyl compounds, alcohols and phenols as well as oxides of phosphorous, sulfur and iodine. The compounds formed and their application in preparative organic chemistry are now discussed.
For reactions using PEO‐iodoacetyl biotin (Pierce), the buffer is 50 mM AMPSO·KOH (pH 8.5), 1 mM EDTA, or 50 mM AMPSO·KOH (pH 9.0), 1 mM EDTA. The reaction is essentially complete in 4.5 h when assayed by DTNB or by RP‐HPLC.
Other early indications of the nucleophilicity of triflate toward reactive cation-like electrophiles include the reaction of a spiro [5.2]octanone with triflic anhydride leading to the formation of two vinyl triflates, one of which involved nucleophilic cleavage of the spirocyclic system (Scheme 4). 22 The reaction of β-pericyclocamphanone with ...
Trifluoromethanesulfonic anhydride is a powerful reagent for the activation of a wide range of functionalities. Among them, the electrophilic activation of amides is a compelling approach to access heterocycles under mild reaction conditions.
23 Αυγ 2024 · Herein, we present a novel reaction cascade for the decarboxylation and nucleophilic functionalization of α-amino acids. This method is characterized by being transition-metal-free, convenient to operate, environmentally friendly and having mild conditions.
21 Δεκ 2022 · This review summarizes the recent progresses of Tf 2 O as an activator for nitrogen-containing heterocycles, nitriles, and nitro groups for the development of new reactions, and as an efficient radical trifluoromethylation and trifluoromethylthiolation reagents in organic synthesis.
