94937-24-3Relevant articles and documents
Lewis Acid Triggered Regioselective Magnesiation and Zincation of Uracils, Uridines, and Cytidines
Klier, Lydia,Aranzamendi, Eider,Ziegler, Dorothée,Nickel, Johannes,Karaghiosoff, Konstantin,Carell, Thomas,Knochel, Paul
, p. 1068 - 1071 (2016)
The Lewis acid MgCl2 allows control of the metalation regioselectivity of uracils and uridines. In the absence of the Lewis acid, metalation of uracil and uridine derivatives with TMPMgCl·LiCl occurs at the position C(5). In the presence of MgCl2, zincation using TMP2Zn·2LiCl·2MgCl2 occurs at the position C(6). This metalation method provides easy access to functionalized uracils and uridines. Using TMP2Zn·2LiCl·2MgCl2 also allows to functionalize cytidine derivatives at the position C(6).
Synthesis of 2-Arylpyridopyrimidinones, 6-Aryluracils, and Tri- and Tetrasubstituted Conjugated Alkenes via Pd-Catalyzed Enolic C-O Bond Activation-Arylation
Guchhait, Sankar K.,Priyadarshani, Garima
, p. 6342 - 6349 (2015/06/30)
A new and efficient approach for the synthesis of biologically important 2-aryl-4H-pyrido[1,2-a]pyrimidin-4-ones and 6-aryluracils via previously unknown Pd-catalyzed enolic C-OH activation-arylation of pyridopyrimidin-2,4-diones and barbituric acids, res
Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C-H bond activation
Cheng, Chien,Shih, Yu-Chiao,Chen, Hui-Ting,Chien, Tun-Cheng
, p. 1387 - 1396 (2013/02/23)
A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C-H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives.