Total Synthesis of (±)-Rhazinilam via Red-Light-Driven Zinc(II)porphyrin-Catalyzed Radical Cyclization of <i>N</i>-Substituted Pyrrole
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 the efficient formation of a tetrahydroindolizine core from an <i>N</i>-acyloxyphthalimide-substituted pyrrole, providing a key intermediate en route to the target alkaloid.
Authors
- Takehiko Yoshimitsu (ORCID: https://orcid.org/0000-0001-7894-0842)
- Yusuke Okanishi
- Yoshitatsu Yotsumoto
Institutions
- Okayama University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c01681
- Citations
- 1
- Primary Topic
- Alkaloids: synthesis and pharmacology
- Type
- article
- Field-Weighted Citation Impact
- 1.56
Funders
- Electric Technology Research Foundation of Chugoku
- Okayama Foundation for Science and Technology
- Japan Society for the Promotion of Science