The author of 《Asymmetric Dearomatization of Indole Derivatives with N-Hydroxycarbamates Enabled by Photoredox Catalysis》 were Cheng, Yuan-Zheng; Zhao, Qing-Ru; Zhang, Xiao; You, Shu-Li. And the article was published in Angewandte Chemie, International Edition in 2019. Safety of N-tert-Butoxycarbonylhydroxylamine The author mentioned the following in the article:
Under blue LED irradiation and aerobic conditions in the presence of an iridium photoredox catalyst and a nonracemic binaphthylphosphoric acid, indoles with nucleophiles appended at the 3-position such as I underwent enantioselective dearomatization and cyclization reactions with N-hydroxycarbamates such as HONHCO2R (R = 2,4,6-Me3C6H2CH2) to yield nonracemic furoindoles such as II (R = 2,4,6-Me3C6H2CH2), pyrroloindoles, and indoloquinolines. The mechanism of the reaction was studied using fluorescence quenching, measurement of oxidation potentials, and reaction inhibition by TEMPO; sequential single-electron transfer oxidations of the indole moiety are needed to generate the configurationally biased carbocation species while providing the source of stereochem. induction for the reaction. After reading the article, we found that the author used N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Safety of N-tert-Butoxycarbonylhydroxylamine)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Safety of N-tert-Butoxycarbonylhydroxylamine
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