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.
, 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.
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.
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.
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.
