112768-16-8Relevant academic research and scientific papers
Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles
Driver, Tom G.,Sung, Siyoung,Wink, Donald J.,Zadrozny, Joseph M.,Zhao, Yingwei,Zhu, Haoran
supporting information, p. 19207 - 19213 (2021/08/09)
tert-Butoxide unlocks new reactivity patterns embedded in nitroarenes. Exposure of nitrostilbenes to sodium tert-butoxide was found to produce N-hydroxyindoles at room temperature without an additive. Changing the counterion to potassium changed the reaction outcome to yield solely oxindoles through an unprecedented dioxygen-transfer reaction followed by a 1,2-phenyl migration. Mechanistic experiments established that these reactions proceed via radical intermediates and suggest that counterion coordination controls whether an oxindole or N-hydroxyindole product is formed.
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.
One-step synthesis of isocoumarins and 3-benzylidenephthalides via ligandless pd-catalyzed oxidative coupling of benzoic acids and vinylarenes
Nandi, Debkumar,Ghosh, Debalina,Chen, Shih-Ji,Kuo, Bing-Chiuan,Wang, Nancy M.,Lee, Hon Man
, p. 3445 - 3451 (2013/08/14)
A straightforward synthetic method for the preparation of isocoumarins and 3-benzylidenephthalides via C-H olefination and oxidative coupling of readily available benzoic acids and vinylarenes was developed. The directing effect of the substituents on the benzoic acid allows for the synthesis of both types of lactone in pure form.
Synthesis of Coumarins by Nucleophilic Denitrocyclization Reaction
Oda, Noriichi,Yoshida, Yukio,Nagai, Shin-ichi,Ueda, Taisei,Sakakibara, Jinsaku
, p. 1796 - 1802 (2007/10/02)
2-propanedioic acids(2a-c) were denitrocyclized to coumarins (3a-c) by heating in quinoline in the presence of copper powder. 2-(4-Methoxiphenyl)-3-(2-nitrophenyl)-(Z)-2-propenoic acids (6a,b,d,e) were also similarly denitrocycli
