Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration

A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent...

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Veröffentlicht in:ACS sustainable chemistry & engineering 2023-12, Vol.11 (50), p.17816-17825
Hauptverfasser: Niu, Sheng-Li, Yuan, Wen, Gong, Xue, Bao, Bo, Wu, Zhi-Wen, Xu, Bo, Zeng, Rong, Yang, Qing-Wu, Ouyang, Qin
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Sprache:eng
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Zusammenfassung:A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent consumption. In addition to its wide substrate applicability, this method has also been proven to be a robust and green approach through an up-scaled experiment, catalyst recycling experiment, and green chemistry metrics analysis. The efficient and sustainable mechanoredox strategy is first used for a multiple cascade radical reaction and provides green and rapid access to the difunctionalized fluorine-containing ketone scaffolds.
ISSN:2168-0485
2168-0485
DOI:10.1021/acssuschemeng.3c06118