1261032-18-1Relevant articles and documents
Synthesis of N-(isoquinolin-1-yl)sulfonamides via Ag2O-catalyzed tandem reaction of ortho-alkynylbenzaldoximes with benchtop stabilized ketenimines
Hayatgheybi, Sepideh,Khosravi, Hormoz,Zahedian Tejeneki, Hossein,Rominger, Frank,Bijanzadeh, Hamid Reza,Balalaie, Saeed
, p. 3524 - 3529 (2021/05/10)
In this project, a moderately efficient approach to multisubstituted N-(isoquinolin-1-yl)sulfonamide derivatives was illustrated, utilizing ortho-alkynylbenzaldoximes and zwitterionic ketenimine salts in a tandem reaction catalyzed by silver oxide. The oxophilicity of Ag2O, along with its nature as Lewis acid, pave the way for a smooth [3 + 2] cycloaddition between isoquinoline N-oxides and ketenimine species, which is a key step in this reaction. DFT calculation suggests that 1,3-dipolar cycloaddition of nitrone and ketenimine proceeds through a selective stepwise mechanism.
Palladium-catalyzed C-H oxidation of isoquinoline N-oxides: Selective alkylation with dialkyl sulfoxides and halogenation with dihalo sulfoxides
Yao, Bo,Song, Ren-Jie,Liu, Yan,Xie, Ye-Xiang,Li, Jin-Heng,Wang, Meng-Ke,Tang, Ri-Yuan,Zhang, Xing-Guo,Deng, Chen-Liang
, p. 1890 - 1896 (2012/09/22)
A novel palladium-catalyzed C-H oxidation of isoquinoline N-oxides has been developed for regioselectively synthesizing substituted isoquinolines. The method represents the first example of using dialkyl sulfoxides as the alkyl sources for the construction of 1-alkylated isoquinolines. Moreover, the regioselective halogenation of isoquinoline N-oxides is also successful using dihalo sulfoxides as the halide sources. Copyright
