1570146-07-4Relevant academic research and scientific papers
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)
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.
Facile preparation of 3-aryl-4-iodoisoquinolines from N-(o-Arylethynyl)benzyl p-toluenesulfonamides with iodine and base
Naruto, Hiroki,Togo, Hideo
, (2021/02/20)
Treatment of N-(o-arylethynyl)benzyl p-toluenesulfonamides with molecular iodine in the presence of NaHCO3 at 60 °C, followed by the reaction with tBuOK at room temperature gave 3-aryl-4-iodoisoquinolines in good yields. 4-Iodo-3-phenylisoquinoline, which is one of the obtained 3-aryl-4-iodoisoquinolines, was further transformed into isoquinoline derivatives smoothly. The present approach is a novel one-pot method for the preparation of 3-aryl-4-iodoisoquinolines from N-(o-arylethynyl)benzyl p-toluenesulfonamides under transition-metal-free conditions.
Silver-Catalyzed Sequential Cascade Reaction of Isocyanides with 1-(2-Ethynyl-phenyl)-prop-2-yn-1-ol: Access to Benzo[b]fluorenes and Benzofuran-Pyrroles
Liu, Jian-Quan,Chen, Xinyi,Shen, Xuanyu,Wang, Yihan,Wang, Xiang-Shan,Bi, Xihe
supporting information, p. 1543 - 1548 (2019/02/06)
A silver-catalyzed cycloaromatization of 1-(2-ethynyl-phenyl)-prop-2-yn-1-ol with isocyanides efficiently provides benzo[b]fluorene and benzofuran-pyrrole derivatives through a modular cascade reaction that includes a nucleophilic attack on the diyne substrate. A C?C cross-coupling/oxygen transportation/Diels-Alder/hydrogen shift/isomerization cascade mechanistic pathway is proposed. (Figure presented.).
