176910-65-9Relevant articles and documents
Modular synthesis of 3-substituted isocoumarinsviasilver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes
Wu, Hao,Wang, Yi-Chun,Shatskiy, Andrey,Li, Qiu-Yan,Liu, Jian-Quan,K?rk?s, Markus D.,Wang, Xiang-Shan
, p. 6657 - 6664 (2021/08/16)
A method involving silver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes to yield 3-substituted isocoumarins is described. The developed protocol allows convenient access to a range of synthetically useful 3-substituted isocoumarins and related fused heterocyclolactones in good to high yields, using silver tetrafluoroborate as the catalyst, and atmospheric oxygen as the terminal oxidant and the source of endocyclic oxygen. Mechanistic studies suggest the involvement of a free-radical pathway.
Regiospecific palladium-catalyzed cross-coupling reactions using the operational equivalent of 1,3-dilithiopropyne
Cabezas, Jorge A.,Ferllini, Natasha
, p. 2387 - 2394 (2020/09/09)
A regiospecific palladium-catalyzed cross-coupling reaction using the operational equivalent of the dianion 1,3-dilithiopropyne, with aromatic iodides is reported. This reaction gives high yields of 1-propyn-1-yl-benzenes and 2-(propyn-1-yl)thiophenes in
Bioinspired Total Synthesis of (±)-Chaetophenol C Enabled by a Pd-Catalyzed Cascade Cyclization
Li, Yun,Zhang, Qingyu,Wang, Hongyu,Cheng, Bin,Zhai, Hongbin
supporting information, p. 4387 - 4390 (2017/08/23)
A novel Pd(II)-catalyzed cascade reaction has been developed that consists of a highly regio- and stereoselective oxa [4 + 2] cycloaddition reaction of o-alkynylbenzaldehydes and an intramolecular carboxylic group quenching of the in situ generated oxonium ion. This new reaction provides a one-step construction of the tetracyclic core structure of chaetophenol C from two simple starting materials. The developed chemistry was successfully applied to the first total synthesis of chaetophenol C and dozens of its analogues.