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- Title
Alkyl Radical Initiated Cyclization/Cascade for Synthesizing Lactam‐Substituted Alkyl Sulfones.
- Authors
Wu, Li‐Jun; Zhang, Kai‐Yi; Yang, Pei; Peng, Chuan‐Chong; Liu, Jin‐Hui; Li, Qing; Sun, Da‐Zhi; Yin, Shuangfeng
- Abstract
Comprehensive Summary: An alkyl radical initiated cyclization/tandem reaction of alkyl bromides and alkyl electrophiles by using potassium metabisulphite (K2S2O5) as a connector is developed for the synthesis of various lactam‐substituted alkyl sulfones. Notably, this process does not require a metal catalyst or metal powder reductant, highlighting its environmentally friendly features. The reaction demonstrates outstanding substrate adaptability and a high tolerance towards diverse functional groups. Furthermore, the biologically active molecules and commercially available drugs with a late‐stage modification are also highly compatible with this transformation. Mechanistic studies revealed that the reaction proceeds through a single‐step process involving intramolecular radical cyclization, "SO2" insertion, and external alkyl incorporation.
- Subjects
ALKYL radicals; SULFONES; RING formation (Chemistry); ALKYL bromides; METAL catalysts; METAL powders; LACTAMS
- Publication
Chinese Journal of Chemistry, 2024, Vol 42, Issue 16, p1853
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.202400154