Total Synthesis of (±)-Rhazinilam via Red-Light-Driven Zinc(II)porphyrin-Catalyzed Radical Cyclization of N-Substituted Pyrrole DOI

Yusuke Okanishi,

Yoshitatsu Yotsumoto,

Takehiko Yoshimitsu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

A red-light-driven radical cyclization strategy has been developed for the concise synthesis of (±)-rhazinilam. The transformation, catalyzed by [5,15-bis(pentafluorophenyl)-10,20-diphenylporphinato]zinc(II), enables efficient formation a tetrahydroindolizine core from an N-acyloxyphthalimide-substituted pyrrole, providing key intermediate en route to target alkaloid.

Language: Английский

Red-shifted photoredox generation and trapping of alkyl radicals towards bioorthogonality DOI Creative Commons

David Montoto,

Uxía Deus-Lorenzo,

María Tomás‐Gamasa

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We report two potentially biocompatible photoredox systems for the activation and coupling of redox-active esters using low-energy light BnNAH as reductant.

Language: Английский

Citations

0
Total Synthesis of (±)-Rhazinilam via Red-Light-Driven Zinc(II)porphyrin-Catalyzed Radical Cyclization of N-Substituted Pyrrole DOI

Yusuke Okanishi,

Yoshitatsu Yotsumoto,

Takehiko Yoshimitsu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

A red-light-driven radical cyclization strategy has been developed for the concise synthesis of (±)-rhazinilam. The transformation, catalyzed by [5,15-bis(pentafluorophenyl)-10,20-diphenylporphinato]zinc(II), enables efficient formation a tetrahydroindolizine core from an N-acyloxyphthalimide-substituted pyrrole, providing key intermediate en route to target alkaloid.

Language: Английский

Citations

0