Convenient synthesis of pentafluoroethyl thioethers via catalytic Sandmeyer reaction with a stable fluoroalkylthiolation reagent
Literature Information
Publication Date
2016-06-06
DOI
10.1039/C6QO00194G
Impact Factor
5.281
Authors
C. Matheis, B. Bayarmagnai, K. Jouvin, L. J. Goossen
View Original
Abstract
Aromatic and heteroaromatic diazonium salts were smoothly converted into the corresponding pentafluoroethyl thioethers by reaction with Me4NSC2F5 in the presence of catalytic amounts of elemental copper. This Sandmeyer-type reaction proceeds at room temperature under mild conditions and is applicable to a wide range of functionalised molecules. It enables the late-stage introduction of pentafluoroethylthio groups, a promising but largely unexplored substituent, into bioactive molecules.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(2S)-2-(Fluoromethyl)piperidine hydrochloride (1:1)
CAS Number:
886216-73-5
Molecular Formula:
C6H13ClFN
![4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure](https://static.chemtradehub.com/structs/351/351424-20-9-9467.webp "4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure")
4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid
CAS Number:
351424-20-9
Molecular Formula:
C15H11Cl2NO4
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