Journal ArticleDOI
Trifluoromethanesulfonyl hypervalent iodonium ylide for copper-catalyzed trifluoromethylthiolation of enamines, indoles, and β-keto esters.
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TLDR
A novel electrophilic-type trifluoromethanesulfonyl hypervalent iodonium ylide reagent was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products.Abstract:
A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of the trifluoromethanesulfonyl group to give the trifluoromethylthio group, which is the key step in this process, was realized in the presence of copper(I) chloride.read more
Citations
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Advances in Synthetic Applications of Hypervalent Iodine Compounds
TL;DR: One of the goals of this Review is to attract the attention of the scientific community as to the benefits of using hypervalent iodine compounds as an environmentally sustainable alternative to heavy metals.
Journal ArticleDOI
Good Partnership between Sulfur and Fluorine: Sulfur-Based Fluorination and Fluoroalkylation Reagents for Organic Synthesis
Chuanfa Ni,Mingyou Hu,Jinbo Hu +2 more
Journal ArticleDOI
Synthetic Methods for Compounds Having CF3–S Units on Carbon by Trifluoromethylation, Trifluoromethylthiolation, Triflylation, and Related Reactions
Journal ArticleDOI
Direct Trifluoromethylthiolation Reactions: The “Renaissance” of an Old Concept
TL;DR: The CF3S group has always interested chemists because of its high lipophilicity, and strategies to introduce it into organic molecules have been, for the most part, reserved to specialized chemists.
Journal ArticleDOI
Shelf-stable electrophilic reagents for trifluoromethylthiolation.
TL;DR: Two different types of electrophilic trifluoromethylthiolating reagents are discovered, which are more reliable in transition-metal-Catalyzed reactions such as copper-catalyzed trif LU/vinyl/alkylboronic acids and silver-catalystzed decarboxylative trifLUorometHylthio group into small molecules and aliphatic carboxylic acids as well as in the organocatalytic asymmetric
References
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Journal ArticleDOI
Understanding organofluorine chemistry. An introduction to the C–F bond
TL;DR: Fundamental aspects of the C-F bond are explored to rationalise the geometry, conformation and reactivity of individual organofluorine compounds.
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Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications
TL;DR: The unique properties of complex organofluorine compounds are discussed in detail in this paper, including the properties of the perfluoroalkoxy group, perfluoromethylation and perfluorosulfanyl group.
Journal ArticleDOI
Hypervalent iodine reagents as a new entrance to organocatalysts
Toshifumi Dohi,Yasuyuki Kita +1 more
TL;DR: The historical background and the efforts made to realize the catalytic utilization of hypervalent iodine reagents are highlighted, especially with focus on iodine(iii).