1513867-21-4Relevant articles and documents
Metal-free visible-light-promoted thiocyanation/cyclization cascade for the synthesis of thiocyanato-containing isoquinolinediones
Chen, Yu-Jue,He, Yan-Hong,Guan, Zhi
, p. 3053 - 3061 (2019)
A visible-light induced metal-free thiocyanate radical addition/intramolecular cyclization cascade reaction for the synthesis of thiocyanato-containing isoquinolinediones from N-alkyl-N-methacryloylbenzamides is described. The organic dye 9-mesityl-10-methylacridinium perchlorate (Acr+-Mes ClO4 ?)is used as a photocatalyst, and cheap and readily available ammonium thiocyanate is used to provide thiocyanate radical by single-electron transfer pathway. The reaction completes the synthesis of C[sbnd]S and C[sbnd]C bonds in one pot with abundant molecular oxygen as the sole sacrificial reagent. The method is easy to implement, and 25 new compounds have been prepared in moderate to good yields under mild conditions. This is the first time that a thiocyanate group has been introduced into isoquinoline-1,3(2H,4H)-diones to construct highly functional drug-like molecules.
Aerobic thiyl radical addition/cyclization of N-methacryloyl benzamides for the synthesis of isoquinoline-1,3(2H,4H)-dione derivatives
Yuan, Yan-Qin,Kumar, Pailla Santhosh,Zhang, Chun-Niu,Yang, Ming-Hua,Guo, Sheng-Rong
, p. 7330 - 7338 (2017/09/25)
A highly effective oxidative thiyl radical addition/cyclization of N-methacryloylbenzamides was explored using dioxygen as the sole terminal oxidant without the use of precious and/or toxic transition-metal catalysts. This method provides convenient access to a variety of useful sulfide-containing 4,4-disubstituted isoquinoline-1,3-diones by constructing C-S and C-C bonds in one step.