biostudies-literatureZuo YNatural Science Foundation of Anhui ProvinceNational Natural Science Foundation of China8507-8516https://www.ebi.ac.uk/biostudies/studies/S-EPMC6645244biostudies-literatureUnknown2(11)A Rh(III)-catalyzed C-H activation/cyclization cascade reaction is described. The reaction involves cyclic 2-diazo-1,3-diketones and <i>N</i>-arylamides, and it proceeds via an intermolecular C-C bond formation and subsequent intramolecular C-N bond formation. A variety of <i>N</i>-acyl-2,3-dihydro-1<i>H</i>-carbazol-4(9<i>H</i>)-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, H₂O and N₂ are the only byproducts. Carbazole derivatives with free NH groups can be easily obtained through <i>N</i>-deprotection reactions.ACS omegaRh(III)-Catalyzed C-H Activation/Intramolecular Cyclization: Access to <i>N</i>-Acyl-2,3-dihydro-1<i>H</i>-carbazol-4(9<i>H</i>)-ones from Cyclic 2-Diazo-1,3-diketones and <i>N</i>-Arylamides.PMC6645244KJ2016A2672137200821772001Zuo YHe XNing YShang YWu YfalseRh(III)-Catalyzed C-H Activation/Intramolecular Cyclization: Access to <i>N</i>-Acyl-2,3-dihydro-1<i>H</i>-carbazol-4(9<i>H</i>)-ones from Cyclic 2-Diazo-1,3-diketones and <i>N</i>-Arylamides.A Rh(III)-catalyzed C-H activation/cyclization cascade reaction is described. The reaction involves cyclic 2-diazo-1,3-diketones and <i>N</i>-arylamides, and it proceeds via an intermolecular C-C bond formation and subsequent intramolecular C-N bond formation. A variety of <i>N</i>-acyl-2,3-dihydro-1<i>H</i>-carbazol-4(9<i>H</i>)-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, H₂O and N₂ are the only byproducts. Carbazole derivatives with free NH groups can be easily obtained through <i>N</i>-deprotection reactions.2017-01-01T00:00:00Z2017 Nov2025-04-05T10:42:16.176Z2019-08-31T07:04:24ZS-EPMC66452443145738710.1021/acsomega.7b01637