72474-33-0Relevant academic research and scientific papers
Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
Liu, Juyan,Tian, Miaomiao,Li, Ankun,Ji, Liangshuo,Qiu, Di,Zhao, Xia
supporting information, (2021/02/01)
A Br?nsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF3-substituted benzofuran derivatives were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl3 as the catalyst.
A 2 - substituted benzofuran compound of the catalytic synthesis method
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Paragraph 0019; 0020; 0021, (2019/05/22)
The invention discloses a 2 - substituted benzofuran compound of the catalytic synthesis method, comprises the following steps: normal temperature and pressure, the 2 - alkynyl substituted phenol dissolved in acetonitrile, wherein the 2 - alkynyl substituted phenol with acetonitrile molar volume ratio of 1: 1mmol/mL, to obtain 2 - alkynyl substituted phenol acetonitrile solution; and then to the acetonitrile solution in adding cuprous chloride and cesium carbonate, wherein the cuprous chloride and cesium carbonate of respectively the molar consumption of 2 - alkynyl-substituted phenol mole amount of 5%; after, room temperature stirring 6 hours, produced by the reaction of 2 - substituted benzofuran compound. The invention 2 - substituted benzofuran compound of the catalytic method for synthesis of low cost, high yield, its preparation 1 g of 2 - substituted benzofuran compounds required the cost of the catalyst the prior by iridium catalyst is a catalyst of the synthetic method has lowered 2 orders of magnitude, to improve the yield of the 88.5 - 95.8%.
Indium(III)-Catalyzed Synthesis of Benzo[ b]furans by Intramolecular Hydroalkoxylation of ortho-Alkynylphenols: Scope and Mechanistic Insights
Alonso-Mara?ón, Lorena,Martínez, M. Montserrat,Sarandeses, Luis A.,Gómez-Bengoa, Enrique,Pérez Sestelo, José
, p. 7970 - 7980 (2018/06/22)
Indium(III) halides catalyze the hydroalkoxylation reaction of ortho-alkynylphenols to afford benzo[b]furans in good yields. The reaction proceeds with 5-endo-dig regioselectivity with a variety of phenols functionalized at the arene and alkyne moieties in high yields using InI3 (5 mol %) in DCE. Experimental and computational studies support a mechanism based on the indium(III) π-Lewis acid activation of the alkyne followed by nucleophilic addition of the phenol and final protodemetalation to afford the corresponding benzo[b]furan. DFT calculations suggest that dimer In2I6 is the catalytic species through a novel double coordination with the alkyne and the hydroxyl group.
Synthesis of polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth
Thévenin, Marion,Thoret, Sylviane,Grellier, Philippe,Dubois, Jo?lle
, p. 4885 - 4892 (2013/09/02)
A series of polysubstituted benzofuran derivatives was easily and rapidly prepared using a tandem Sonogashira coupling/cyclization reaction. Subsequent acylation afforded a small library of 39 new compounds that were assayed in cellulo on Plasmodium falci
Heterocycles by PtCl2-catalyzed intramolecular carboalkoxylation or carboamination of alkynes
Fuerstner, Alois,Davies, Paul W.
, p. 15024 - 15025 (2007/10/03)
PtCl2 constitutes a convenient catalyst for intramolecular hydroalkoxylation, carboalkoxylation, hydroamination, and carboamination reactions of alkynes, effecting the formation of substituted benzo[b]furan, indole-, and isochromene-1-one derivatives, respectively. This procedure allows for the transfer of (substituted) allyl, methoxymethyl (MOM), benzyloxymethyl (BOM), and (trimethylsilyl)ethoxymethyl (SEM) groups from oxygen to carbon and is compatible with functional groups that are susceptible to oxidative insertion of low valent metal species previously used for similar purposes. Although some of the reactions can even be carried out in air, the rates are significantly increased when conducted under an atmosphere of CO. A mechanistic rationale is proposed, implying activation of the alkyne by the carbophilic Pt(2+) template as the primary step of the catalytic cycle. Copyright
