Regio- and Stereoselective Synthesis of Polysubstituted γ-Lactams Enabled by Photocatalyzed Sequential Radical Aminoalkylation of MBH Acetates
A visible-light photocatalytic method is reported for the regio- and stereoselective synthesis of polysubstituted γ-lactams from <i>N</i>-arylglycines and Morita-Baylis-Hillman (MBH) acetates. The reaction proceeds through sequential radical aminoalkylation of the dual electrophilic MBH acetate by photogenerated α-aminoalkyl radicals, forming a key γ,γ'-diaminobutyl ester intermediate that undergoes regioselective lactamization. This strategy provides a mild and efficient route to privileged γ-lactam scaffolds, demonstrating the rational integration of two versatile synthons in cascade reactions.
Authors
- Jie Huang
- Yan-Hong He (ORCID: https://orcid.org/0000-0002-6309-2999)
- Zhi Guan
Institutions
- Southwest University (CN)
- Chongqing Municipal Government (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-02-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c05015
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00