Sulfonyl Radical-Induced Regioselective Cyclization of Enamide–Olefin To Form Sulfonylated 6–7-Membered Cyclic Enamines

Autor: Ding, Ran, Gang, Dong, Tang, Xu, Wu, Tao, Liu, Lei, Mao, Yue-Yuan, Li, Zi-Rong, Gao, Hui
Zdroj: The Journal of Organic Chemistry; November 2024, Vol. 89 Issue: 21 p15733-15738, 6p
Abstrakt: Remarkable progress has been made in the radical cascade cyclization of heteroaryl- or aryl-tethered alkenes to construct benzene-fused frameworks via the cracking of aryl C–H bonds. In contrast, the radical cascade cyclization of linear dienes through the cracking of vinyl C–H bonds to construct nonbenzene-fused ring frameworks with endocyclic double bonds has significantly lagged behind, and major advances have largely been restricted to the generation of 5-membered heterocycles, such as pyrrolinones. Herein, we report the silver-mediated regioselective sulfonylation-cyclization of linear dienes with sodium sulfinates to form sulfonylated 6- and 7-membered cyclic enamines.
Databáze: Supplemental Index