21321-07-3Relevant articles and documents
Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils
Noikham, Medena,Yotphan, Sirilata
supporting information, p. 2759 - 2766 (2019/04/08)
A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.
CRBN LIGANDS AND USES THEREOF
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Paragraph 00381; 00382, (2019/08/20)
The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of CRBN, and the treatment of CRBN-mediated disorders.
Copper nanoparticle-doped silica cuprous sulfate as a highly efficient and reusable heterogeneous catalysis for N-arylation of nucleobases and N-heterocyclic compounds
Soltanirad, Mohammad Navid,Behrouz, Somayeh,Doroodmand, Mohammad Mahdi,Moghtaderi, Noushin
experimental part, p. 3915 - 3924 (2012/01/03)
A facile and simple protocol for Ullmann-type N-arylation of nucleobases with aryl halides is described using copper nanoparticle-doped silica cuprous sulfate (CN-DSCS) as a new and efficient heterogeneous catalysis. In this method, treatment of various n
A convenient, high-yield synthesis of 1-substituted uracil and thymine derivatives
Rejman, Dominik,Kova?ková, Soňa,Pohl, Radek,Dra?ínsky, Martin,Fiedler, Pavel,Rosenberg, Ivan
experimental part, p. 8513 - 8523 (2010/01/06)
Novel reagents for the synthesis of 1-substituted uracil and thymine derivatives have been developed. The aminolysis of 2- or 4-nitrophenyl 3-ethoxyacryloylcarbamate and 3-ethoxy-2-methylacryloylcarbamate with a variety of primary amino derivatives procee
A mild and efficient method for N-arylnucleobase synthesis via the cross-coupling reactions of nucleobases with arylboronic acids catalyzed by simple copper salts
Tao, Lan,Yue, Yang,Zhang, Ji,Chen, Shan-Yong,Yu, Xiao-Qi
scheme or table, p. 1008 - 1014 (2009/02/07)
A simple and efficient copper-salt catalyzed N-arylation of nucleobases is reported. In a mixed solvent of MeOH and H2O, the coupling products were obtained in moderate to excellent yields at room temperature within a short time. Avariety of su
An efficient synthesis of 1-substituted uracil ring systems and their thio analogues
Robin, Aélig,Julienne, Karine,Raimbault, Sophie,Meslin, Jean-Claude,Deniaud, David
, p. 2805 - 2807 (2007/10/03)
A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2a,b. The key step in this synthetic process is the preparation of 4-
Hypervalent iodine in synthesis: Part 86. Selective copper-catalyzed N-monoarylation and N1,N3-diarylation of uracil and its derivatives with diaiyliodonium salts
Zhou, Tao,Li, Ti-Cong,Chen, Zhen-Chu
, p. 290 - 296 (2007/10/03)
N-Arylation of uracil and its derivatives 2 with diaryliodonium salts 1 was investigated in order to explore a new synthetic methodology associated with N-aryluracil derivatives. In the presence of K2CO3, the copper-catalyzed arylation gave N1,N3-diarylation products with high selectivity and in good yields (Table 2). However, the use of NaOAc as the base in the copper-catalyzed arylation of 6-methyluracil (2a) resulted in N3-arylation products with high selectivity, and, in the copper-catalyzed arylation of uracil (2b) or 5-methyluracil (=thymine; 2c), N1-arylation products were the major products (Table 3).
Solid-phase synthesis of 4(1H)-quinolone and pyrimidine derivatives based on a new scaffold - Polymer-bound cyclic malonic acid ester
Huang, Xian,Liu, Zhanxiang
, p. 6731 - 6737 (2007/10/03)
An efficient method for the preparation of polymer-bound cyclic malonic acid ester starting from Merrifield resin has been developed. Reaction of the resin-bound cyclic malonic acid ester with triethyl orthoformate and subsequent double substitution with
Aza analogues of thalidomidesynthesis and evaluation as inhibitors of tumor necrosisfactor-α production in vitro
Gütschow, Michael,Hecker, Thomas,Thiele, Andrea,Hauschildt, Sunna,Eger, Kurt
, p. 1059 - 1065 (2007/10/03)
A synthetic entry to derivatives of the new classes of 5-phthalimidouracils and 5-phthalimidobarbituric acids is reported. These 5-phthalimidopyramines as well as phthalimido-2,4-difluorobenzenes were designed as analogues of thalidomide, a well known inhibitor of TNF-α production. A preliminary in vitro investigation of the compounds as inhibitors of the TNF-α production was performed. Among the compounds of the present series, (5-ethyl-1-phenyl-5- tetrafluorophthalimido)barbituric acid and (2- 2,4-difluorophenyl)-4,5,6,7-tetrafluoro-1H-isoindole-1,3 2H)-dione were proved to be potent inhibitors. Both compounds showed inhibitory activity in the lower micromolar range of the LPS-induced TNF-α production in human monocytes. Copyright
Phenylation of pyrimidinones using diphenyliodonium salts
Jacobsen, Stig Andre,Rodbotten, Synne,Benneche, Tore
, p. 3265 - 3268 (2007/10/03)
Pyrimidinones 1 have been phenylated under basic conditions using diphenyliodonium salts, and the effect of substituents on the yield and regiochemistry has been studied. The Royal Society of Chemistry 1999.
