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Rh(III)-Catalyzed C–H Activation/Intramolecular Cyclization: Access to N-Acyl-2,3-dihydro-1H-carbazol-4(9H)-ones from Cyclic 2-Diazo-1,3-diketones and N-Arylamides
[Image: see text] A Rh(III)-catalyzed C–H activation/cyclization cascade reaction is described. The reaction involves cyclic 2-diazo-1,3-diketones and N-arylamides, and it proceeds via an intermolecular C–C bond formation and subsequent intramolecular C–N bond formation. A variety of N-acyl-2,3-dihy...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645244/ https://www.ncbi.nlm.nih.gov/pubmed/31457387 http://dx.doi.org/10.1021/acsomega.7b01637 |
Sumario: | [Image: see text] A Rh(III)-catalyzed C–H activation/cyclization cascade reaction is described. The reaction involves cyclic 2-diazo-1,3-diketones and N-arylamides, and it proceeds via an intermolecular C–C bond formation and subsequent intramolecular C–N bond formation. A variety of N-acyl-2,3-dihydro-1H-carbazol-4(9H)-ones were obtained under mild conditions in good to excellent yields (65–90%). Key features of this strategy include high-efficiency, operational simplicity, scalability, and broad functional-group tolerance. In addition, H(2)O and N(2) are the only byproducts. Carbazole derivatives with free NH groups can be easily obtained through N-deprotection reactions. |
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