94937-24-3Relevant academic research and scientific papers
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
Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids
Mondal, Biplab,Hazra, Somjit,Roy
supporting information, p. 1077 - 1081 (2015/02/19)
A palladium catalyzed regioselective synthesis of 6-aryl uracils via oxidative Heck reaction (C-H bond functionalization) of uracils and arylboronic acids is reported. The method is simple, atom-economical, and high yielding.
Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids
Mondal, Biplab,Hazra, Somjit,Roy
supporting information, p. 1077 - 1081 (2014/02/14)
A palladium catalyzed regioselective synthesis of 6-aryl uracils via oxidative Heck reaction (C-H bond functionalization) of uracils and arylboronic acids is reported. The method is simple, atom-economical, and high yielding.
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.
Palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil with aryl bromides: An electrophilic metalation-deprotonation with electrophilic arylpalladium intermediate
Kim, Ko Hoon,Lee, Hyun Seung,Kim, Jae Nyoung
experimental part, p. 6228 - 6233 (2011/12/14)
An efficient method of palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil was developed with a various range of aryl bromides including electron-deficient aryl bromides. 5-Aryluracil derivatives were obtained in moderate to good yields regiosele
Switching the regioselectivity of direct C-H arylation of 1,3-Dimethyluracil
Cernova, Miroslava,Pohl, Radek,Hocek, Michal
experimental part, p. 3698 - 3701 (2009/12/03)
An interesting dichotomy in the regioselectivity and mechanism of direct C-H arylation of 1,3-dimethyluracil was observed. Its Pd-catalyzed reactions with diverse aryl halides in the absence of Cui lead preferentially to 5-aryluracils, while reactions in
Synthesis of cyclooctapyrimidine-2,4-diones by photocycloaddition of 6-chloro-1,3-dimethyluracil to benzenes in the presence of trifluoroacetic acid
Ohkura,Kanazashi,Seki
, p. 239 - 243 (2007/10/02)
Photoreaction of 6-chloro-1,3-dimethyluracil in benzene and monosubstituted benzenes furnished cycloaddition products, cyclooctapyrimidine-2,4-dione derivatives, in the presence of trifluoroacetic acid.
PHOTOLYSIS OF 5-BROMO-1,3-DIMETHYLURACIL IN SUBSTITUTED BENZENES
Seki, Koh-ichi,Bando, Yuko,Ohkura, Kazue
, p. 195 - 196 (2007/10/02)
Photolysis of 5-bromo-1,3-dimethyluracyl in toluene, xylene and anisole afforded the anormalously substituted 6-aryl-1,3-dimethyluracils beside the expected products 5-aryl-1,3-dimethyluracils, while the reaction with veratrole occured exclusively at the 5-position of the uracil ring.
Substituted-3,4-dihydro-4-(2,4,6-trimethoxyphenylimino)-2(1H)-pyrimidones useful as cardiotonic, antihypertensive, cerebrovascular vasodilator and anti-platelet agent
-
, (2008/06/13)
New pyrimidine derivatives of the formula: STR1 wherein Z is a group selected from STR2 in which R1 and R2 are each hydrogen, alkenyl, ar(lower)alkyl or lower alkyl optionally substituted with epoxy, hydroxy, amino and/or lower alkylamino and R5 is lower alkyl, R3 is hydrogen, aryl optionally substituted with lower alkyl, lower alkoxy and/or halogen, or pyridyl optionally substituted with lower alkyl, R4 is hydrogen, lower alkyl or phenyl optionally substituted with lower alkoxy, and Y is =O, =S or =N--R6, in which R6 is lower alkyl; cyclo(lower)alkyl; ar(lower)alkyl optionally substituted with lower alkoxy; N-containing unsaturated heterocyclic group optionally substituted with lower alkyl; or aryl optionally substituted with hydroxy, lower alkyl, halogen or lower alkoxy, in which lower alkoxy substituent may be substituted with epoxy, hydroxy, amino and/or lower alkylamino, provided that Y is =N--R6 when R3 and R4 are each hydrogen, and Y is =S or =N--R6 when R1 and R2 are each hydrogen or lower alkyl and R3 is phenyl, and pharmaceutically acceptable salts thereof, and processes for preparation thereof and pharmaceutical composition comprising the same. These derivatives and salts thereof are useful as cardiotonic, antihypertensive agent, cerebrovascular vasodilator and anti-platelet agent.
