DMSO-Promoted Difluoroalkylation of Organophosphonium Salts with Difluoroenol Silyl Ethers

An efficient method for the synthesis of β,β-di­(hetero)­aryl-α,α-difluorinated ketones using readily available organophosphonium salts and difluoroenol silyl ethers has been developed. This mild reaction features a good functional group tolerance, a scaled-up synthesis, and synthetic simplicity. By...

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Veröffentlicht in:Organic letters 2022-08, Vol.24 (30), p.5557-5561
Hauptverfasser: Yu, Zi-Lun, Chen, Jia-Wei, Chen, Yu-Lan, Zheng, Ren-Jun, Ma, Mengtao, Chen, Jian-Ping, Shen, Zhi-Liang, Chu, Xue-Qiang
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Sprache:eng
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Zusammenfassung:An efficient method for the synthesis of β,β-di­(hetero)­aryl-α,α-difluorinated ketones using readily available organophosphonium salts and difluoroenol silyl ethers has been developed. This mild reaction features a good functional group tolerance, a scaled-up synthesis, and synthetic simplicity. By taking advantage of DMSO as a less-toxic promoter and solvent for the difluoroalkylation and C–P bond functionalization, the use of transition-metal catalysts and sensitive additives could be avoided.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c02088