1008-01-1Relevant academic research and scientific papers
Regioselective alkylation reaction of purines under microwave irradiation
Vinuesa, Arturo,Vi?as, Miquel,Jahani, Daniel,Ginard, Jaume,Mur, Nuria,Pujol, Maria Dolors
, p. 597 - 602 (2021/12/22)
The alkylation of purines which is generally carried out after anion formation by treatment with a base and alkyl halide is complicated and in the best cases, mixtures of N-alkylated compounds are obtained. Purine derivatives can be acquired from alkylati
Palladium-Catalyzed Thiomethylation via a Three-Component Cross-Coupling Strategy
Wang, Ming,Qiao, Zongjun,Zhao, Jiaoyan,Jiang, Xuefeng
supporting information, p. 6193 - 6197 (2018/09/25)
In this report, the combination of masked inorganic sulfur and dimethyl carbonate was designed to achieve thiomethylated cross coupling of aryl chlorides. Remarkably, this powerful strategy realized thiomethylation of nucleosides bearing unprotected ribose, chloride-containing pharmaceuticals with late-stage coupling, and herbicides possessing multiple heteroatoms and steric hindrance. Moreover, this protocol is practically amenable to multigram-scale synthesis with a lower catalysis loading and a higher yield.
Methyl aryl thioether compound, and synthetic method and applications thereof
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Paragraph 0110; 0111; 0112, (2017/07/21)
The invention discloses a methyl aryl thioether compound represented by formula 2, and a synthetic method and applications thereof. According to the synthetic method, in a reaction solvent, an aryl halide or an aromatic halide, dimethyl carbonate, and potassium thioacetate are taken as reaction raw materials, reaction is carried out in the presence of metal palladium catalyst under the action of a ligand and an alkali so as to obtain the methyl aryl thioether compound. The reaction conditions of the synthetic method are mild; the raw materials are cheap and easily available; reaction operation is simple; yield is relatively high. The methyl aryl thioether compound can be used for providing skeleton structures for the synthesis of a plurality of natural products and medicines, and can be widely applied in industrialized large-scale production.
Direct, Regioselective N-Alkylation of 1,3-Azoles
Chen, Shuai,Graceffa, Russell F.,Boezio, Alessandro A.
supporting information, p. 16 - 19 (2016/01/15)
Regioselective N-alkylation of 1,3-azoles is a valuable transformation. Organomagnesium reagents were discovered to be competent bases to affect regioselective alkylation of various 1,3-azoles. Counterintuitively, substitution selectively occurred at the more sterically hindered nitrogen atom. Numerous examples are provided, on varying 1,3-azole scaffolds, with yields ranging from 25 to 95%.
Methylathion of Heterocyclic Compounds Containing NH, SH and/or OH Groups by Means of N,N-Dimethylformamide Dimethyl Acetal
Stanovnik, Branko,Tisler, Miha,Hribar, Alenka,Barlin, Gordon B.,Brown, Desmond J.
, p. 1729 - 1738 (2007/10/02)
Methylations of heterocyclic systems, such as benzimidazole, naphthimidazole, imidazopyridine, purine, pyridine, pyrimidine, pyridazine and s-triazolopyridazine, which bore SH, NH and/or OH groups, were carried out with dimethylformamide dimethyl acetal to give the corresponding S-, N- and/or O-methyl derivatives in high yields.Selective methylation of some compounds containing both SH and NH groups took place to give first the S-methyl and subsequently the S,N-dimethyl derivatives.No side reactions, such as C-methylation, were observed.
