76128-69-3Relevant academic research and scientific papers
I2-Catalyzed Aerobic α,β-Dehydrogenation and Deamination of Tertiary Alkylamines: Highly Selective Synthesis of Polysubstituted Pyrimidines via Hidden Acyclic Enamines
Gao, Qinghe,Wu, Manman,Zhang, Ke,Yang, Ning,Liu, Mengting,Li, Juan,Fang, Lizhen,Bai, Suping,Xu, Yongtao
supporting information, p. 5645 - 5649 (2020/07/24)
A novel and efficient entrance to the pyrimidine skeleton has been presented via the α,β-dehydrogenation and deamination of tertiary alkylamines. This I2-catalyzed dehydrogenative multicomponent procedure utilizes simple aldehydes to trap the hidden enami
Synthesis method of pyrimidine compound containing alkyl and aryl
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Paragraph 0048-0050, (2020/07/15)
The invention discloses a synthesis method of a pyrimidine compound containing alkyl and aryl, and belongs to the technical field of organic synthesis. Key points of the technical scheme of the invention are as follows: the synthesis method of the pyrimidine compound containing alkyl and aryl comprises the following specific steps: dissolving an aldehyde compound, an amidine hydrochloride compoundand a tertiary aliphatic amine compound in a solvent, adding an iodine reagent and an oxidant, and carrying out a reaction process at 110-150 DEG C to prepare the pyrimidine compound containing alkyland aryl as a target product. The synthesis process is simple and efficient, the pyrimidine compound is directly prepared by one step through a one-pot cascade reaction without transition metal catalysis so that resource waste and environmental pollution caused by use of various reagents in multi-step reaction, purification treatment of reaction intermediates in each step and the like are avoided, the synthesis process is convenient to operate, the raw materials are simple, the reaction conditions are mild, the substrate application range is wide, and meanwhile, alkyl substituents are ingeniously introduced by taking the tertiary fatty amine compound as the raw material.
Heterogeneous gold(I)-catalyzed cyclization between ynals and amidines: An efficient and practical synthesis of 2,4-disubstituted pyrimidines
Jiang, Minhua,Nie, Quan,Cai, Mingzhong
, p. 2488 - 2500 (2019/07/12)
A novel and highly efficient heterogeneous gold(I)-catalyzed cyclization between ynals and amidines has been developed that proceeds smoothly under mild conditions and provides a general and practical method for the synthesis of a wide variety of 2,4-disu
Preparation method of polysubstituted pyrimidine
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Paragraph 0085; 0086; 0087; 0088; 0089; 0090; 0091, (2017/07/26)
The invention belongs to the field of chemical synthesis, and particularly relates to a preparation method of polysubstituted pyrimidine. The method comprises the following step that amidine hydrochloride and a propiophenone compound react in the presence of an iron source compound, 1,10-phenanthroline and tetramethyl piperidine nitric oxide to obtain polysubstituted pyrimidine, wherein propiophenone or a propiophenone derivative is adopted as the propiophenone compound. According to the method, polysubstituted pyrimidine can be generated through a reaction by taking the propiophenone compound and amidine hydrochloride as reacting raw materials under combined promotion of the iron source compound, 1,10-phenanthroline and the tetramethyl piperidine nitric oxide; a strong alkaline or strong acidic environment is not needed, the reaction conditions are simple and mild, and the yield of polysubstituted pyrimidine is high. Experiment results show that the maximum yield of polysubstituted pyrimidine prepared through the method can reach 93% or above.
Iron Catalysis for Modular Pyrimidine Synthesis through β-Ammoniation/Cyclization of Saturated Carbonyl Compounds with Amidines
Chu, Xue-Qiang,Cao, Wen-Bin,Xu, Xiao-Ping,Ji, Shun-Jun
, p. 1145 - 1154 (2018/06/18)
An efficient method for the modular synthesis of various pyrimidine derivatives by means of the reactions of ketones, aldehydes, or esters with amidines in the presence of an in situ prepared recyclable iron(II)-complex was developed. This operationally simple reaction proceeded with broad functional group tolerance in a regioselective manner via a remarkable unactivated β-C-H bond functionalization. Control experiments were performed to gain deep understanding of the mechanism, and the reactions are likely to proceed through a designed TEMPO complexation/enamine addition/transient α-occupation/β-TEMPO elimination/cyclization sequence.
Transition Metal Free Intermolecular Direct Oxidative C-N Bond Formation to Polysubstituted Pyrimidines Using Molecular Oxygen as the Sole Oxidant
Guo, Wei,Li, Chunsheng,Liao, Jianhua,Ji, Fanghua,Liu, Dongqing,Wu, Wanqing,Jiang, Huanfeng
, p. 5538 - 5546 (2016/07/13)
Various polysubstituted pyrimidines are smoothly formed via a base-promoted intermolecular oxidation C-N bond formation of allylic C(sp3)-H and vinylic C(sp2)-H of allyllic compounds with amidines using O2 as the sole oxid
Base mediated direct C-H amination for pyrimidines synthesis from amidines and cinnamaldehydes using oxygen as green oxidants
Guo, Wei
, p. 47 - 50 (2016/01/25)
A direct metal-free C-H amination reaction of cinnamaldehydes and amidines to realize the synthesis of polysubstituted pyrimidines was developed in the presence of base. This greener synthetic methodology provides a straightforward approach to the synthes
Au(I)-catalyzed domino intramolecular cyclization for the synthesis of 2,4-disubstituted pyrimidines
Zhan, Haiying,Chen, Longbin,Tan, Jingwen,Cao, Hua
, p. 109 - 112 (2015/11/09)
An efficient Au-catalyzed domino intramolecular cyclization reaction has been developed for the construction of pyrimidine derivatives from ynals and amidines at room temperature for 3 h. This transformation provides a new method for the formation of C-C
One-pot double Suzuki couplings of dichloropyrimidines
Anderson, Samantha C.,Handy, Scott T.
experimental part, p. 2721 - 2724 (2010/10/19)
An effective one-pot, regioselective double Suzuki coupling of 2,4-dichloropyrimidine has been developed, which enables the quick and efficient synthesis of diarylated pyrimidines. The choice of solvent proved critical to the success of this reaction sequence, with alcoholic solvent mixtures affording much greater reactivity and requiring correspondingly lower temperatures than the use of polar aprotic solvents. Georg Thieme Verlag Stuttgart.
Traceless solid phase synthesis of 2-substituted pyrimidines using an 'off-the-shelf' chlorogermane-functionalised resin
Spivey, Alan C.,Srikaran, Ratnasothy,Diaper, Christopher M.,Turner, David J.
, p. 1638 - 1640 (2007/10/03)
The parallel solid phase synthesis of an 18-member library of 2-substituted pyrimidines is described using a chlorogermane-functionalised resin. The success of the key Pinner-type condensations between a resin-bound enaminone and an array of amidine hydrochlorides highlights the stability of arylgermane linkers (cf. arylsilanes) towards strongly basic/nucleophilic conditions.
