7391-66-4Relevant articles and documents
Radical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center
Li, Zexian,Shi, Zhuangzhi,Wang, Minyan
supporting information, p. 186 - 190 (2020/11/02)
An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration has been developed. The rearrangement reactions use fac-Ir(ppy)3, visible light and commercially available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.
Method for synthesizing 5-substituted barbituric acid derivative under catalysis of rare earth chloride
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Paragraph 0029-0031, (2020/01/03)
The invention belongs to the technical field of synthetic chemistry, and particularly relates to a method for synthesizing a 5-substituted barbituric acid derivative under the catalysis of a rare earth chloride. The preparation method comprises: dissolving a halogenated hydrocarbon and 1,3-dimethyl barbituric acid in an organic solvent, carrying out a reaction for 6-10 h at a room temperature by using a rare earth chloride as a catalyst, and separating and purifying to obtain the 5-substituted barbituric acid derivative. According to the invention, the method has characteristics of simple andenvironmentally-friendly synthesis process, excellent selectivity, high yield and wide substrate range, and further has wide application value in the fields of biology, pharmaceutical chemistry industry and the like.
Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds
Best, Daniel,Burns, David J.,Lam, Hon Wai
, p. 7410 - 7413 (2015/06/30)
A commercially available rhodium(II) complex catalyzes the direct arylation of 5-diazobarbituric acids with arenes, allowing straightforward access to 5-aryl barbituric acids. Free N-H groups are tolerated on the barbituric acid, with no complications arising from N-H insertion processes. This method was applied to the concise synthesis of a potent matrix metalloproteinase (MMP) inhibitor.