38449-07-9Relevant academic research and scientific papers
Visible-Light-Driven Oxidation of N -Alkylamides to Imides Using Oxone/H 2 O and Catalytic KBr
Mei, Chong,Hu, Yixin,Lu, Wenjun
, p. 2999 - 3005 (2018/05/25)
Imides are prepared conveniently by visible-light-driven oxidations of various N -alkylamides under mild conditions. The majority of the reactions proceed efficiently by using Oxone as the oxidant in the presence of a catalytic amount of KBr in H 2 O/CH 2 Cl 2 under irradiation by an 8 W white LED at room temperature. Experimental studies suggest that an imine, obtained from the substrate amide via a radical process, is the key intermediate.
2-Chloroanthraquinone-catalyzed aerobic photo-oxidative synthesis of diacylamines from benzylamides
Itoh, Izuho,Matsusaki, Yoko,Fujiya, Akitoshi,Tada, Norihiro,Miura, Tsuyoshi,Itoh, Akichika
, p. 3160 - 3162 (2014/05/20)
In this Letter, we report the aerobic photo-oxidative synthesis of diacylamines from benzylamides in the presence of molecular oxygen and catalytic amounts of 2-chloroanthraquinones under visible light irradiation from a fluorescent lamp.
Replacement of BF4- by PF6- makes Selectfluor greener
Jin, Zhuang,Xu, Bo,Hammond, Gerald B.,Dimagno, Stephen G.
, p. 226 - 230,5 (2020/08/20)
A combination of F-TEDA-PF6 and CuBr (0.1 equiv.) provides a potent oxidant that readily oxidizes amides to provide imides at room temperature. Replacement of BF4-, the anion of Selectfluor (F-TEDA-BF4), by PF6-, dramatically reduces CuBr loading in this oxidative reaction. A possible rationale for this dramatic counterion effect is provided.
Copper mediated oxidation of amides to imides by Selectfluor
Jin, Zhuang,Xu, Bo,Hammond, Gerald B.
experimental part, p. 1956 - 1959 (2011/04/25)
The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed.
Aerobic photooxidation of benzylamide under visible light irradiation with a combination of 48% aq HBr and Ca(OH)2
Tada, Norihiro,Ban, Kazunori,Yoshida, Momoko,Hirashima, Shin-Ichi,Miura, Tsuyoshi,Itoh, Akichika
experimental part, p. 6098 - 6100 (2011/01/04)
Benzylamides were found to be oxidized to their corresponding diacylamines in the presence of molecular oxygen, catalytic 48% aq HBr, and Ca(OH) 2 under visible light irradiation of a fluorescent lamp.
Aerobic photooxidation of benzylamide in the presence of catalytic iodine
Nakayama, Hiroki,Itoh, Akichika
, p. 675 - 678 (2008/12/20)
Benzylamides were found to be oxidized to the corresponding imides in the presence of molecular oxygen and catalytic iodine under photoirradiation. Georg Thieme Verlag Stuttgart.
Ceric ammonium nitrate promoted oxidation of oxazoles
Evans, David A.,Nagorny, Pavel,Xu, Risheng
, p. 5669 - 5671 (2007/10/03)
The ceric ammonium nitrate promoted oxidations of 4,5-diphenyloxazoles and oxazoles with various substitution patterns have been investigated. This transformation results in the formation of the corresponding imide in good yield and tolerates a wide variety of functional groups and substituents on the oxazole moiety.
Oxidative photo-decarboxylation in the presence of mesoporous silicas
Itoh, Akichika,Kodama, Tomohiro,Masaki, Yukio,Inagaki, Shinji
, p. 1571 - 1575 (2007/10/03)
FSM-16, a mesoporous silica, was found to catalyze oxidative photo-decarboxylation of α-hydroxy carboxylic acid, phenyl acetic acid derivatives and N-acyl-protected α-amino acids to afford the corresponding carbonyl compounds. Furthermore, FSM-16 proved to be re-usable by re-calcination at 450°C after the reaction.
New Synthetic Method of Imides through Oxidative Photodecarboxylation Reaction of N-Protected α-Amino Acids with FSM-16
Itoh, Akichika,Kodama, Tomohiro,Inagaki, Shinji,Masaki, Yukio
, p. 542 - 543 (2007/10/03)
FSM-16, a mesoporous silica, was found to promote the oxidative photodearboxylation of N-acyl-protected α-amino acids in hexane to afford the corresponding imides.
