854256-13-6Relevant academic research and scientific papers
Accessing 4-oxy-substituted isoquinolinones via C-H activation and regioselective migratory insertion with electronically biased ynol ethers
Coles-Taylor, Brandon L.,McCallum, Maximilian S.,Michel, Brian W.,Lee, J. Scott
, p. 8639 - 8646 (2018)
The rhodium-catalyzed C-H activation and annulation with ynol ethers to directly provide 4-oxy substituted isoquinolinones is reported. The polarized nature of ynol ethers provides an electronic bias for controlling the regioselectivity of the migratory insertion process. While the highly reactive nature of ynol ethers presents a challenge, mild conditions were found to provide product in moderate to good yield. Utility was demonstrated by application in the synthesis of a prolyl-4-hydroxylase inhibitor framework.
Regioselective Synthesis of Heteroatom-Functionalized Cyclobutene-triflones and Cyclobutenones
Alcaide, Benito,Almendros, Pedro,Lázaro-Milla, Carlos
supporting information, p. 2630 - 2639 (2017/08/16)
The controlled metal-free synthesis of a vast variety of heteroatom-containing cyclobutene-triflones [bis(trifluoromethylsulfonyl)cyclobutenes] and cyclobutenones has been developed starting from heteroatom-substituted alkynes and a pyridinium salt (a latent Tf2C=CH2 source). This powerful methodology, involving cyclization reactions, allows for the selective preparation of oxygen-, nitrogen-, bromine-, chlorine-, iodine-, sulfur-, selenium-, tellurium-, phosphorus-, and silicon-functionalized cyclobutene derivatives. (Figure presented.).
HOTf-Catalyzed, Solvent-Free Oxyarylation of Ynol Ethers and Thioethers
Hu, Liang,Gui, Qingwen,Chen, Xiang,Tan, Ze,Zhu, Gangguo
, p. 4861 - 4868 (2016/07/06)
A novel HOTf-catalyzed oxyarylation of ynol ethers and thioethers has been realized with aryl sulfoxides as the oxyarylating reagents, providing α-arylated esters or thioesters in good to excellent yields. Notably, all atoms of the starting materials were incorporated in the product (100% atom economy) and the reaction proceeded under very mild conditions. It was found that the reaction can be ran under air and that the best yields are obtained under solvent-free conditions.
