89671-78-3Relevant academic research and scientific papers
Visible-light-driven Cadogan reaction
Qu, Zhonghua,Wang, Pu,Chen, Xing,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 2582 - 2586 (2021/03/09)
Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.
Reaction of 3-(2-nitrophenyl)-1-arylprop-2-en-1-ones with triethylphosphite in microwave revisited: One-pot synthesis of 2-aroylindoles and 2-arylquinolines
Gupta, Annah,Khajuria, Rajni,Kapoor, Kamal K.
supporting information, p. 31 - 38 (2016/01/09)
One-pot synthesis of 2-aroylindoles and 2-arylquinolines has been achieved by the reductive cyclization of 3-(2-nitrophenyl)-1-arylprop-2-en-1-ones with triethylphosphite [P(OEt)3] under microwave irradiation. The formation of 2-arylquinolines by this method is unprecedented.
N-(2-Aminobenzylidene)-4-methylanilines - stable and cheap alternate for 2-aminobenzaldehydes: concise synthesis of 3-unsubstituted-2-aroylindoles
Vivekanand, Thavaraj,Sandhya, Thiruvalluvan,Vinoth, Perumal,Nagarajan, Subbiah,Maheswari, C. Uma,Sridharan, Vellaisamy
supporting information, p. 5291 - 5294 (2015/08/26)
Abstract Synthesis of 3-unsubstituted-2-aroylindoles starting from readily available N-(2-aminobenzylidene)-4-methylanilines, cheap and stable alternative to 2-aminobenzaldehydes, and α-bromoketones was achieved in moderate to good yields under basic cond
Photochemical intramolecular cyclization routes to heterecycles
Kar, Samiran,Lahiri, Saswati
, p. 607 - 610 (2007/10/03)
1-Aryl-3-(2-azidoaryl)prop-2-en-1-ones have been prepared from o-nitro aromatic aldehydes. The 2-aroylindole derivatives are easily prepared from these derivatives in a tandem reaction sequence in moderate yields. Photolytic process is found to be much mo
SYNTHESIS OF 2-ACYLINDOLES FROM α-(N-ISATINYL) KETONES
Gorgos, V. I.,Zorin, L. M.,Zhungietu, G. I.,Rekhter, M. A.
, p. 1179 - 1181 (2007/10/02)
2-Acylindoles were synthesized by the recyclization of N-phenacyl- and N-acetonylisatins in alkaline medium and the decarboxylation of 2-acylindolyl-3-carboxylic acids or their salts in basic or neutral media.
