861631-64-3Relevant academic research and scientific papers
Pd-Catalyzed Reductive Cyclization of Nitroarenes with CO2 as the CO Source
Guan, Xinyu,Zhu, Haoran,Zhao, Yingwei,Driver, Tom G.
supporting information, p. 57 - 60 (2019/12/11)
A reductive amination process that constructs indoles, carbazoles or benzimidazoles from nitroarenes – irrespective of their electronic or steric nature – was developed that uses CO2 as the source of CO. The process is robust, tolerating common gaseous components of flue gas (H2S, SO2, NO and H2O) without adversely affecting the reductive cyclization.
Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF2
Goossen, Lukas J.,Zimmermann, Bettina,Knauber, Thomas
experimental part, (2010/08/19)
A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)2 (2 mol %), CuF2 (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 °C with the release of carbon dioxide to afford the corresponding vinyl arenes in good yields.
A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions
Davies, Ian W.,Smitrovich, Jacqueline H.,Sidler, Rick,Qu, Chuanxing,Gresham, Venita,Bazaral, Charles
, p. 6425 - 6437 (2007/10/03)
A mild and efficient method for the palladium-catalyzed reductive cyclization of ortho-nitrostyrenes to afford indoles is reported. Treatment of ortho-nitrostyrenes with 0.1 mol% palladium (II) trifluoroacetate [Pd(TFA) 2] and 0.7 mol% 3,4,7,8-tetramethyl-1,10-phenanthroline (tm-phen) in DMF at 15 psig CO and 80°C afforded indoles in good to excellent yields. When the reaction was conducted in toluene, the corresponding N-hydroxyindole was isolated. A mechanism that accounts for the formation of N-hydroxyindole is proposed.
