EDA-Enabled Three-Component Polarity-Crossover Cyclization: Modular Installation of Fully Substituted γ-Lactams DOI

Jia-Le Yan,

Zhilin Liu, Kai Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9598 - 9603

Published: Oct. 28, 2024

A photoinduced three-component radical addition-aminalization cascade was accomplished, enabling rapid assembly of a wide range densely functionalized γ-lactams. Key to this transformation is the electron-donor-acceptor (EDA) generation enamine and in situ trapping an iminium intermediate with bromodifluoroacetamide. This rationally designed protocol fully takes advantage polarity crossover (enamine-iminium) process, providing modular previously inaccessible scaffolds. The reaction proceeds under mild conditions excellent regio- diastereoselectivity, which amenable structurally varied substrates pharmaceuticals.

Language: Английский

EDA-Enabled Three-Component Polarity-Crossover Cyclization: Modular Installation of Fully Substituted γ-Lactams DOI

Jia-Le Yan,

Zhilin Liu, Kai Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9598 - 9603

Published: Oct. 28, 2024

A photoinduced three-component radical addition-aminalization cascade was accomplished, enabling rapid assembly of a wide range densely functionalized γ-lactams. Key to this transformation is the electron-donor-acceptor (EDA) generation enamine and in situ trapping an iminium intermediate with bromodifluoroacetamide. This rationally designed protocol fully takes advantage polarity crossover (enamine-iminium) process, providing modular previously inaccessible scaffolds. The reaction proceeds under mild conditions excellent regio- diastereoselectivity, which amenable structurally varied substrates pharmaceuticals.

Language: Английский

Citations

1