Based on radical sulfur dioxide insertion and fluorination strategy, we have developed an efficient method for aliphatic sulfonyl fluoride synthesis from abundant carboxylic acid, reductant, sulfur dioxide surrogate and electrophilic...
Cobalt-Tetraamide-Phthalocyanine (CoTaPc) immobilized onto magnetic Fe 3 O 4 chitosan microspheres (Fe 3 O 4 / CTO) was synthesized via a simple immersion method, which is an efficient catalyst for the oxidation of cyclic ketones to lactones with O 2 /benzaldehyde as the oxidant. The CoTaPc-Fe 3 O 4 /CTO catalyst was applied for the first time in the Baeyer−Villiger (B− V) oxidation reaction. Characterization results obtained from X-ray diffraction, UV−vis, Fourier transform infrared, and scanning electron microscopy showed that the combination of CoTaPc and magnetic Fe 3 O 4 /CTO microspheres was achieved. The catalyst could be easily separated from the reaction system with an external magnet and reused several times without the remarkable loss of activity. In addition, a possible radical mechanism for the B−V oxidation in this catalytic system is proposed and verified by controlled experiments.
Summary of main observation and conclusion
The limited availability of highly valuable arenesulfonyl fluorides seriously hinders their further application in many research fields including medicinal chemistry and chemical biological, organic synthesis, polymer preparation, etc. We report herein a mild and efficient copper‐free Sandmeyer‐type fluorosulfonylation reaction of various arenediazonium salts to prepare valuable arenesulfonyl fluorides using K2S2O5 as both a reductant and a practical sulfonyl source in combination with N‐fluorobenzenesulfonimide as an effective fluorine source. This methodology provides an attractive route to diverse important arenesulfonyl fluorides given the overall practicality and scope.
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