5782-02-5Relevant academic research and scientific papers
Rhodium-Catalyzed Annulation of N-Acetoxyacetanilide with Substituted Alkynes: Conversion of Nitroarenes to Substituted Indoles
Ghorai, Jayanta,Ramachandran, Kuppan,Anbarasan, Pazhamalai
, p. 14812 - 14825 (2021/10/25)
A general and efficient rhodium-catalyzed redox-neutral annulation of N-acetoxyacetanilides, readily accessible from nitroarenes, with alkynes has been accomplished for the synthesis of substituted indole derivatives. A wide range of substituted 2,3-diarylindoles were achieved from various substituted N-acetoxyacetanilides and symmetrical/unsymmetrical alkynes in good to excellent yields. The developed method was successfully integrated with the synthesis of N-acetoxyacetanilides for the efficient one-pot synthesis of indoles from nitroarenes. The important features are the introduction of N-acetoxyacetamide as a new directing group, redox-neutral annulation, an additive-free approach, wide functional group tolerance, an intramolecular version, and a one-pot reaction of nitroarenes. The method was further extended to the synthesis of potent higher analogues of indole, viz., pyrrolo[3,2-f]indoles and dibenzo[a,c]carbazoles. In addition, a plausible mechanism was proposed based on the isolation and stoichiometric study of a potential aryl-Rh intermediate.
Mild and efficient synthesis of indoles and isoquinolones via a nickel-catalyzed Larock-type heteroannulation reaction
Weng, Wei-Zhi,Xie, Jian,Zhang, Bo
supporting information, p. 3983 - 3988 (2018/06/08)
A simple and efficient approach for the preparation of substituted indoles and isoquinolones via a nickel-catalyzed Larock-type heteroannulation reaction is reported. This transformation employed air-stable and inexpensive Ni(dppp)Cl2 as a precatalyst and Et3N as a mild base. Moreover, the reaction occurs efficiently under mild conditions, and a wide range of substituted indoles and isoquinolones bearing various functional groups are obtained in moderate to excellent yields.
Synthesis of indoles and polycyclic amides via ruthenium(ii)-catalyzed C-H activation and annulation
Lin, Hui,Li, Shuai-Shuai,Dong, Lin
supporting information, p. 11228 - 11234 (2015/11/27)
Ruthenium(ii)-catalyzed oxidative coupling of NH protic amides with alkynes has been developed for the synthesis of a diversity of complex structures, such as N-acyl indole and tricyclic amide derivatives.
