H-phosphinates, H-phosphonates and secondary phosphine oxides in radical reactions and strategy analysis

[Display omitted] P(O)-H compounds like H-phosphonates, H-phosphinates and secondary phosphine oxides are widely used in radical reactions. Their great successes are rooted in the facile homolytic cleavage of PH bond. Herein, recent advances of these compounds were summarized as five pathways accord...

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Veröffentlicht in:Tetrahedron letters 2021-09, Vol.81, p.153352, Article 153352
Hauptverfasser: Wang, Zhan-Yong, Guo, Qi, Wang, Kai-Kai, Xu, Shaohong
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Sprache:eng
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Zusammenfassung:[Display omitted] P(O)-H compounds like H-phosphonates, H-phosphinates and secondary phosphine oxides are widely used in radical reactions. Their great successes are rooted in the facile homolytic cleavage of PH bond. Herein, recent advances of these compounds were summarized as five pathways according to their mechanisms: (1) radical addition and cyclization; (2) cyclization and ring-opening; (3) radical addition and coupling; (4) radical addition and elimination; (5) coupling with nucleophilic partners (CH, NH, OH and SH). Reactions with alkenes, alkynes, isocyanides, cinnamic acids, propiolic acids, azides, arenes amines, alcohols or thioalcohols will be discussed. We hope this review will do help for future research in this area.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153352