Liu Yu, Wang Qiao-Lin, Chen Zan, Li Hua, Xiong Bi-Quan, Zhang Pan-Liang, Tang Ke-Wen
Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.
Chem Commun (Camb). 2020 Mar 10;56(20):3011-3014. doi: 10.1039/c9cc10057a.
An efficient novel visible-light photoredox-catalyzed dual carbon-carbon bond cleavage of methylenecyclopropanes and cycloketone oximes for the synthesis of 2-cyanoalkylsulfonated 3,4-dihydronaphthalenes through the insertion of sulfur dioxide is established. This dual cleavage of carbon-carbon bonds involves a radical pathway and goes through a sequence of iminyl radical formation, carbon-carbon bond cleavage, sulfur dioxide insertion, sulfonyl radical addition, another carbon-carbon bond cleavage, and intramolecular cyclization.
通过二氧化硫插入反应，建立了一种高效的新型可见光光氧化还原催化的亚甲基环丙烷和环酮肟的双碳-碳键断裂反应，用于合成2-氰基烷基磺化的3,4-二氢萘。这种碳-碳键的双断裂涉及自由基途径，经过亚胺基自由基形成、碳-碳键断裂、二氧化硫插入、磺酰基自由基加成、另一个碳-碳键断裂和分子内环化等一系列过程。
