Photoredox-Catalyzed Selective α-Scission of PR 3 -OH Radicals to Access Hydroalkylation of Alkenes.

Autor: Xie ZZ; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Liao ZH; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Zheng Y; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, P. R. China., Yuan CP; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Guan JP; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Li MZ; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Deng KY; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Xiang HY; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Chen K; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Yang H; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2023 Dec 22; Vol. 25 (50), pp. 9014-9019. Date of Electronic Publication: 2023 Dec 08.
DOI: 10.1021/acs.orglett.3c03632
Abstrakt: Photoinduced generation of phosphoranyl radicals offers a versatile strategy to access a variety of synthetically valuable radicals. A long-standing challenge remains in the regulation of phosphoranyl radical to undergo α-scission pathway, although the β-scission mode has been intensively studied. We herein developed an unprecedented protocol for selective α-scission of the P(OH)R 3 radical intermediate under photocatalytic conditions. This efficient P-C bond cleavage via α-scission of the P(OH)R 3 radicals has been successfully utilized in the alkylation/fluoroalkylation of alkenes.
Databáze: MEDLINE
Externí odkaz: