Alkyl Radical Initiated Cyclization/Cascade for Synthesizing <scp>Lactam‐Substituted</scp> Alkyl Sulfones
Li‐Jun Wu, Kai‐Yi Zhang, Pei Yang, Chuan‐Chong Peng, Jin‐Hui Liu, Qing Li, Da‐Zhi Sun, Shuang‐Feng Yin
Abstract
Comprehensive Summary An alkyl radical initiated cyclization/tandem reaction of alkyl bromides and alkyl electrophiles by using potassium metabisulphite (K 2 S 2 O 5 ) 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, "SO 2 " insertion, and external alkyl incorporation.