Visible-Light-Induced Intermolecular Trifluoromethyl Heteroarylation of Vinyl Ethers for the Syntheses of β-Trifluoromethyl Alkyl Thiochromones.
Shen ZhaoPingliang ZhuBaolong XuShaowen LingLizhi ZhangFeng-Gang SunPublished in: The Journal of organic chemistry (2023)
Herein, we reported a transition-metal-free three-component trifluoromethyl heteroarylation of vinyl ethers under visible light irradiation. This protocol proceeded through a radical addition/cyclization sequence which hinged on the intrinsic nucleo/electrophilic reactivity of both the radicals, alkene, and alkynones, allowing β-trifluoromethyl alkyl thiochromones furnished with high efficiency and excellent functional group tolerance. By virtue of this procedure, three distinct chemical bonds including C(sp 2 )-C(sp 3 ), C(sp 3 )-C(sp 3 ), and C(sp 2 )-S have been successively forged in a single pot.