Synthesis, Inhaltsverzeichnis Synthesis 2023; 55(14): 2186-2194DOI: 10.1055/a-2035-0040 paper A New Method for the Synthesis of 1-Methyl-1H-indole-3-carboxylate Derivatives, Employing Copper(II) Ali Akbari ∗ , Muhammad Saleh Faryabi Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract We report an efficient method for synthesizing 1-methyl-1H-indole-3-carboxylates by cross-dehydrogenative coupling. However, the coupling reactions are a way to functionalize the α-carbon of iminiums from tertiary amines. The synthesis of 1-methyl-1H-indole-3-carboxylates from N,N-dimethylaniline with bromoacetates has not been reported. In the present work, we describe a novel route for synthesizing 1-methyl-1H-indole-3-carboxylates with N,N-dimethylaniline and a wide range of phenyl bromoacetate derivatives. Features such as a simple procedure and good to excellent yields (69–90%) make this method a highly efficient procedure for the preparation of indole derivatives using Cu(OAc)2·H2O as a catalyst in the presence of tert-butyl hydroperoxide. Key words Key words1-methyl-1H-indole-3-carboxylates - heterocycles - cross-dehydrogenative coupling - copper - heterogeneous catalysis - oxidation Volltext Referenzen References 1a Chen JQ, Li JH, Dong ZB. Adv. Synth. Catal. 2020; 362: 3311 1b Lu F.-D, Chen J, Jiang X, Chen J.-R, Lu L.-Q, Xiao W.-J. Chem. Soc. Rev. 2021; 50: 12808 1c Yoo W.-J, Li C.-J. Cross-Dehydrogenative Coupling Reactions of sp3-Hybridized C–H Bonds. In C-H Activation. Yu J.-Q, Shi Z. Springer; Berlin Heidelberg: 2010: 281 2 Jang Y, Lee SB, Hong J, Chun S, Lee J, Hong S. Org. Biomol. Chem. 2020; 18: 5435 3 Li J, Huang C.-Y, Li C.-J. Trends Chem. 2022; 4: 479 4 Bosque I, Chinchilla R, Gonzalez-Gomez JC, Guijarro D, Alonso F. Org. Chem. 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Tetrahedron 2016; 72: 8442 Zusatzmaterial Zusatzmaterial Supporting Information
