36804-51-0Relevant 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.
Mechanochemical Ruthenium-Catalyzed Hydroarylations of Alkynes under Ball-Milling Conditions
Cheng, Hanchao,Hernández, José G.,Bolm, Carsten
supporting information, p. 6284 - 6287 (2017/12/08)
Under solventless grinding conditions, mechanochemical ruthenium-catalyzed hydroarylations of alkynes with acetanilides lead to trisubstituted alkenes. Only catalytic amounts of pivalic acid or copper acetate are required, and without the need for externa
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.
Oxidative annulation of anilides with internal alkynes using an (Electron-Deficient η5-cyclopentadienyl)rhodium(III) catalyst under ambient conditions
Hoshino, Yuki,Shibata, Yu,Tanaka, Ken
, p. 1577 - 1585 (2014/06/09)
A dinuclear (electron-deficient η5-cyclopentadienyl) rhodium(III) complex was synthesized on a preparative scale via the rhodium-catalyzed cross [2+2+1] cyclotrimerization of silylacetylenes and two alkynyl esters, leading to substituted silylf
