Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles

Loïc R. E. Pantaine, John A. Milligan, Jennifer K. Matsui, Christopher B. Kelly*, Gary A. Molander*

*Virginia Commonwealth University, Richmond, Virginia 23284-9069; University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States, Email: cbkellyvcu.edu, gmolandrsas.upenn.edu

L. R. E. Pantaine, J. A. Milligan, J. K. Matsui, C. B. Kelly, G. A. Molander, Org. Lett., 2019, 21, 2317-2321.

DOI: 10.1021/acs.orglett.9b00602

---

see article for more reactions

Abstract

With the aid of visible light irradiation, the reaction of photocatalytically generated alkyl radicals possessing pendant leaving groups with imines provides substituted pyrrolidines, piperidines, and azepanes under mild, redox-neutral conditions.

see article for more examples

---

---

Key Words

pyrrolidines, photochemistry

---

ID: J54-Y2019