Cobalt- or rhodium-catalyzed synthesis of 1,2-dihydrophosphete oxides C-H activation and formal phosphoryl migration

A highly stereo- and chemoselective intermolecular coupling of diverse heterocycles with dialkynylphosphine oxides has been realized via cobalt/rhodium-catalyzed C-H bond activation. This protocol provides an efficient synthetic entry to functionalized 1,2-dihydrophosphete oxides in excellent yields...

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Veröffentlicht in:Chemical science (Cambridge) 2024-04, Vol.15 (16), p.612-621
Hauptverfasser: Xu, Shengbo, Mi, Ruijie, Zheng, Guangfan, Li, Xingwei
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Zusammenfassung:A highly stereo- and chemoselective intermolecular coupling of diverse heterocycles with dialkynylphosphine oxides has been realized via cobalt/rhodium-catalyzed C-H bond activation. This protocol provides an efficient synthetic entry to functionalized 1,2-dihydrophosphete oxides in excellent yields via the merger of C-H bond activation and formal 1,2-migration of the phosphoryl group. Compared with traditional methods of synthesis of 1,2-dihydrophosphetes that predominantly relied on stoichiometric metal reagents, this catalytic system features high efficiency, a relatively short reaction time, atom-economy, and operational simplicity. Photophysical properties of selected 1,2-dihydrophosphete oxides are also disclosed. 1,2-Dihydrophosphete oxides have been accessed in excellent yields via the merger of metal-catalyzed C-H bond activation and formal 1,2-migration of a phosphoryl group.
ISSN:2041-6520
2041-6539
DOI:10.1039/d4sc00649f