Concise Report
Alkyl Radical Initiated Cyclization/Cascade for Synthesizing Lactam-Substituted Alkyl Sulfones
Li-Jun Wu,
Kai-Yi Zhang,
Pei Yang,
Chuan-Chong Peng,
Jin-Hui Liu,
Qing Li,
Da-Zhi Sun,
Shuangfeng Yin,
Corresponding Author
Li-Jun Wu
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorKai-Yi Zhang
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorPei Yang
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorCorresponding Author
Chuan-Chong Peng
School of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, Inner Mongolia, 010021 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorJin-Hui Liu
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorQing Li
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorDa-Zhi Sun
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorCorresponding Author
Shuangfeng Yin
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorLi-Jun Wu,
Kai-Yi Zhang,
Pei Yang,
Chuan-Chong Peng,
Jin-Hui Liu,
Qing Li,
Da-Zhi Sun,
Shuangfeng Yin,
Corresponding Author
Li-Jun Wu
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorKai-Yi Zhang
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorPei Yang
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorCorresponding Author
Chuan-Chong Peng
School of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, Inner Mongolia, 010021 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorJin-Hui Liu
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorQing Li
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorDa-Zhi Sun
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
Search for more papers by this authorCorresponding Author
Shuangfeng Yin
College of Sciences, Central South University of Forestry and Technology, Changsha, Hunan, 410004 China
E-mail: [email protected], [email protected], [email protected]Search for more papers by this authorComprehensive 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.
Supporting Information
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Appendix S1: Supporting Information |
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