Photocatalytic radical defluoroalkylation of unactivated alkenes via distal heteroaryl ipso-migration

Simple item page
dc.creatorYuan, Xin
dc.creatorZhuang, Kai Qiang
dc.creatorCui, Yu Sheng
dc.creatorQin, Long Zhou
dc.creatorSun, Qi
dc.creatorDuan, Xiu
dc.creatorChen, Lin
dc.creatorZhu, Ning
dc.creatorLi, Guigen (TTU)
dc.creatorQiu, Jiang Kai
dc.creatorGuo, Kai
dc.date.accessioned2023-04-03T15:49:51Z
dc.date.available2023-04-03T15:49:51Z
dc.date.issued2020
dc.description© 2020, The Author(s). cc-by
dc.description.abstractCurrently, the selective activation of C(sp3)–F bonds and C–C bonds constitute one of the most widely used procedures for the synthesis of high-value products that range from pharmaceuticals to agrochemical applications. While numerous examples of these two methods have been reported in their respective fields, the processes which merge the activation of both single C(sp3)-F bonds and C–C bonds in one step still remain elusive. Here, we demonstrate the controllable defluoroalkylation–distal functionalization of trifluoromethylarenes with unactivated alkenes via distal heteroaryl migration. This is proposed to proceed via tandem C(sp3)–F and C–C bond cleavage using visible-light photoredox catalysis combined with Lewis acid activation. This strategy provides facile and flexible access to multiply functionalized α,α-difluorobenzylic ketones in useful yields (up to 88%) under mild conditions. The products can be further transformed into other valuable compounds, demonstrating the method’s utility.
dc.identifier.citationYuan, X., Zhuang, K.-Q., Cui, Y.-S., Qin, L.-Z., Sun, Q., Duan, X., Chen, L., Zhu, N., Li, G., Qiu, J.-K., & Guo, K.. 2020. Photocatalytic radical defluoroalkylation of unactivated alkenes via distal heteroaryl ipso-migration. Communications Chemistry, 3(1). https://doi.org/10.1038/s42004-020-00354-5
dc.identifier.urihttps://doi.org/10.1038/s42004-020-00354-5
dc.identifier.urihttps://hdl.handle.net/2346/92425
dc.language.isoeng
dc.titlePhotocatalytic radical defluoroalkylation of unactivated alkenes via distal heteroaryl ipso-migration
dc.typeArticle

Files

Original bundle

Now showing 1 - 1 of 1
Thumbnail Image
Name:
Main article with TTU Libraries cover page.pdf
Size:
910.62 KB
Format:
Adobe Portable Document Format
Download

Collections

Faculty Research