Visible-Light-Induced Intermolecular Trifluoromethyl Heteroarylation of Vinyl Ethers for the Syntheses of β-Trifluoromethyl Alkyl Thiochromones.

Shen Zhao, Pingliang Zhu, Baolong Xu, Shaowen Ling, Lizhi Zhang, Feng-Gang Sun

The Journal of organic chemistry 2023 Jul 07

filter terms:

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(sp2)-C(sp3), C(sp3)-C(sp3), and C(sp2)-S have been successively forged in a single pot.

Citation

Shen Zhao, Pingliang Zhu, Baolong Xu, Shaowen Ling, Lizhi Zhang, Feng-Gang Sun. Visible-Light-Induced Intermolecular Trifluoromethyl Heteroarylation of Vinyl Ethers for the Syntheses of β-Trifluoromethyl Alkyl Thiochromones. The Journal of organic chemistry. 2023 Jul 07;88(13):9283-9292