1609939-41-4Relevant academic research and scientific papers
Tunable Synthesis of 3-Hydroxylisoquinolin-1,4-dione and Isoquinolin-1-one Enabled by Copper-Catalyzed Radical 6- endo Aza-cyclization of 2-Alkynylbenzamide
Liu, Renzhi,Li, Meng,Xie, Wenlin,Zhou, Hongwei,Zhang, Yajing,Qiu, Guanyinsheng
, p. 11763 - 11773 (2019/10/02)
In this work, switchable synthesis of isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione from 2-alkynylbenzamide is reported. The transformation works well with good yields and a broad reaction scope. The synthetic switch for providing isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione is enabled by the use of a N2 or O2 atmosphere. Mechanism studies show that the reaction proceeds in a regioselective manner via a N-center radical 6-endo-dig aza-cyclization pathway.
α-MsO/TsO/Cl ketones as oxidized alkyne equivalents: Redox-neutral rhodium(III)-catalyzed C-H activation for the synthesis of N-heterocycles
Yu, Da-Gang,De Azambuja, Francisco,Glorius, Frank
supporting information, p. 2754 - 2758 (2014/03/21)
α-Halo and pseudohalo ketones are used for the first time as C(sp3)-based electrophiles in transition-metal-catalyzed C-H activation and as oxidized alkyne equivalents in RhIII-catalyzed redox-neutral annulations to generate diverse N-heterocycles. This transformation is efficient and scalable. Due to the mild reaction conditions, a variety of functional groups could be tolerated. Who needs alkynes? α-Halo and pseudohalo ketones (as C(sp3)-based electrophiles) are utilized as oxidized alkyne equivalents in RhIII-catalyzed redox-neutral annulations to efficiently generate diverse N-heterocycles. Owing to the mild reaction conditions, a variety of functional groups are tolerated.
