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N-Phenylbis(trifluoromethanesulfonimide) acts as a mild triflating reagent as well as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes. It is also employed as a reactant for the preparation of amphoteric alfa-boryl aldehydes. It plays an important role in the enantioselective synthesis of the core ring skeleton of leucosceptroids A-D and in steroselective sulfoxidation. Further, it is used in the enantioselective synthesis of beta-amino acids through the Mannich reaction. In addition to this, it is used in the preparation of sphingosine 1-phosphate-1 receptor agonists.
Convenient reagent for preparation of triflates of phenols and amines: Tetrahedron Lett., 4607 (1973); Org. Lett., 4, 1231 (2002); or of enol triflates from carbonyl compounds: Tetrahedron Lett., 24, 979 (1983); J. Org. Chem., 51, 277 (1986). For discussion of the reactivity of triflates, see Trifluoromethanesulfonic anhydride, A11767.
Konoura, K.; Fujii, H.; Imaide, S.; Gouda, H.; Hirayama, S.; Hirono, S.; Nagase, H. Transformation of naltrexone into mesembrane and investigation of the binding properties of its intermediate derivatives to opioid receptors. Bioorg. Med. Chem. 2015, 23 (3), 439-448.
Chirkin, E.; Atkatlian, W.; Porée, F. H. Chapter One-The Securinega Alkaloids. Alkaloids Chem. Biol. 2015, 74, 1-120.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant