878549-72-5Relevant articles and documents
Gold-Catalyzed Cycloisomerization–Halogenation Sequence of 1,3-Enyne Esters with NXS: Efficient Synthesis of 5-Bromo/Iodo Cyclopentenones
Zhou, Yuanyuan,Chen, Xianxiao,Yin, Dongliang,Ling, Yuan,Wang, Shifa,Zhang, Xiaoxiang,Rao, Weidong
, p. 999 - 1007 (2019)
An efficient synthetic approach for the synthesis of 5-bromo/iodo-cyclopentenones containing a C–X (Br, I) stereocenter that relies on gold(I)-catalyzed cycloisomerization–electrophilic halogenation sequence of 1,3-enyne esters with N-bromosuccinimide (NB
Gold(I)-Catalyzed Tandem Cycloisomerization and Fluorination of 1,3(4)-Enyne Esters with NFSI: One-Pot Assembly of 5-Fluoro- Cyclopentenones
Chen, Xianxiao,Zhou, Yuanyuan,Hong, Mei,Ling, Yuan,Yin, Dongliang,Wang, Shifa,Zhang, Xiaoxiang,Rao, Weidong
, p. 3700 - 3708 (2018/09/12)
An efficient synthetic approach for the synthesis of 5-fluoro-cyclopentenones containing a fluorine-substituted carbon stereocenter that relies on gold(I)-catalyzed cycloisomerization and fluorination sequence of 1,3(4)-enyne esters with N-fluorbenzensulfonimide (NFSI) is described. This tandem transformation exhibited a broad substrate scope and excellent functional group compatibility, providing a novel protocol for rapid assembly 5-fluoro-cyclopentenones in good to excellent yields under mild reaction conditions. The mechanistic studies revealed that the transformation involves a gold-catalyzed cycloisomerization and electrophilic fluorination cascade to give the 5-fluoro-cyclopentenones. (Figure presented.).