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  • Title: Photoredox-Controlled β-Regioselective Radical Hydroboration of Activated Alkenes with NHC-Boranes.
    Author: Zhu C, Dong J, Liu X, Gao L, Zhao Y, Xie J, Li S, Zhu C.
    Journal: Angew Chem Int Ed Engl; 2020 Jul 27; 59(31):12817-12821. PubMed ID: 32339397.
    Abstract:
    In this Communication, we report an unprecedented β-regioselective radical inverse hydroboration (compared with ionic hydroboration) of α,β-unsaturated amides with NHC-BH3 enabled by photoredox catalysis. Density functional theory (DFT) calculations show that the unique photoredox cycle is a key factor to control the β-regioselective radical hydroboration, by lowering the energy barrier in comparison with other pathways. This protocol provides a general and convenient route to construct a wide range of structurally diverse β-borylated amides in synthetically useful yields under mild conditions.
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