Details

Autor(en) / Beteiligte

• Luo, Zhen‐Tao
• Zhong, Long‐Jin
• Zhou, Quan
• Xiong, Bi‐Quan
• Tang, Ke‐Wen
• Liu, Yu

Titel

Photoredox Polychloroalkylation/Spirocyclization of Activated Alkynes via C(sp3)‐H bond Cleavage

Ist Teil von

• European journal of organic chemistry, 2024-02, Vol.27 (6), p.n/a

Ort / Verlag

Weinheim: Wiley Subscription Services, Inc

Erscheinungsjahr

2024

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A novel strategy of visible‐light photoredox catalysis ipso‐annulation of activated alkynes with polychloroalkanes for the synthesis of 3‐polychloroalkyl spiro[4,5]trienones, which used 4‐methoxybenzenediazonium tetrafluoroborate salt as a hydrogen atom transfer reagent, is described. This polychloroalkylation/ spirocyclization of alkynes offers a widely range of 3‐polychloroalkyl‐spiro[4,5]trienone derivatives in high yields with a broad substrate scope via selective C(sp3)‐H homolytic cleavage. The results of controlled experiments showed that this method involves a radical process. The polyhaloalkyl radical species generated from intermolecular hydrogen atom transfer (HAT) between aryl radical and polychloroalkanes. A novel strategy of visible‐light photoredox catalysis ipso‐annulation of activated alkynes with polychloroalkanes for the synthesis of 3‐polychloroalkyl spiro[4,5]trienones, which used 4‐methoxybenzenediazonium tetrafluoroborate salt as a hydrogen atom transfer reagent.