Visible-Light-Induced Annulative Ring Expansion of Amino- Oxetane/Azetidin/Thietane Derivatives
Abstract
A visible-light-induced [4 + 2] cycloaddition between N -protected cyclobutanamines containing a heteroatom and olefins is herein reported. The reaction proceeds through a proton-coupled electron transfer (PCET) process to generate a nitrogen-centered radical. Strain-driven ring opening, facilitated by heteroatom conjugation, is followed by the intermolecular olefin addition. This generates the corresponding carbon-centered radical, which is subsequently reduced to an anion before a 6- exo cyclization ensues. This protocol provides diastereoselective access to diverse aminated six-membered heterocycles bearing versatile functional groups.
Fields of Study & Subjects
Radical Photochemical Reactions
Synthesis and Catalytic Reactions
Click Chemistry and Applications
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 16
- Pages
- 5183–5188
- Publication date
- 9 April 2026
- Language
- EN