ol1c01019_si_001.pdf (7.55 MB)

Palladium-Catalyzed Aminomethylation and Cyclization of Enynol to O‑Heterocycle Confined 1,3-Dienes

Download (7.55 MB)
journal contribution
posted on 10.05.2021, 16:10 by Houjian Yu, Bangkui Yu, Haocheng Zhang, Hanmin Huang
The rational tuning of the electrophilicity of the allylpalladium intermediates enables the regioselectively intramolecular 1,2-addition of enynol in the presence of aminal. This aminomethylation and cyclization reaction via C–N bond activation and intramolecular nucleophilic addition provides a rare example for the synthesis of O-containing heterocycle-confined 1,3-dienes, which is of synthetic potential for further derivatization. The method possesses broad substrate generality as well as functional group compatibility and efficiently affords a wide range of desired products with 5-, 6-, and 8-membered O-containing heterocycles with various functional groups.