Transalkylation via C–N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6

Abstract

The super organoreductant CBZ6-catalyzed tandem transalkylation–cyclization using amines as traceless radical donors and stabilizer is reported. The later-stage breaking of an N–C bond enables the transalkylation with a secondary amine as the leaving moiety. A wide range of tertiary amines were used as alkyl radical donors for the C1–C8 alkyls. This traceless stabilizer also enabled the transalkylation with methyl radical, which is normally not possible because of the instability of methyl radical.

Synthesis Enabled by E-to-Z Isomerization Using CBZ6 as Energy Transfer Photocatalyst

“…An efficient visible-light photocatalyst for E → Z -isomerization is the key for the aforementioned transformations via Z -isomers. In this work, we wish to report our exploration of photocatalytic E → Z -isomerization promoted by an organic photoreductant CBZ6 as a photocatalyst. − The E → Z -isomerization enables the synthesis of corresponding targets via Z -isomers (Scheme b).…”