Visible-light-promoted cascade cyclization of N-arylacrylamides with bromomethyl sulfone: access to sulfonylmethylated phenanthridines

Abstract

We present a visible-light-promoted radical cascade cyclization reaction via sulfonylmethylation, cyano insertion, and radical cyclization of unactivated alkenes bearing cyano groups. This strategy enables the rapid synthesis of sulfonylmethylated phenanthridines under mild conditions with broad substrate compatibility, operational simplicity, and mild reaction conditions. The developed approach provides a novel pathway for assembling complex polycyclic nitrogen-containing frameworks, addressing a critical synthetic challenge and expanding the toolbox of photochemical transformations in organic synthesis.

Graphical abstract: Visible-light-promoted cascade cyclization of N-arylacrylamides with bromomethyl sulfone: access to sulfonylmethylated phenanthridines

Supplementary files

Article information

Article type
Communication
Submitted
17 Dec 2024
Accepted
22 Jan 2025
First published
23 Jan 2025

Org. Biomol. Chem., 2025, Advance Article

Visible-light-promoted cascade cyclization of N-arylacrylamides with bromomethyl sulfone: access to sulfonylmethylated phenanthridines

Q. Tan, X. Mi, J. Zhang and C. Pi, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D4OB02041C

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