14072-62-9Relevant academic research and scientific papers
Regioselective TfOH-mediated hydroamidation of ynamides with nitriles
Wang, Wan-Shu,Chen, Ping,Tang, Yu
, p. 2731 - 2739 (2017/04/14)
A new TfOH-mediated reaction of ynamides with nitriles as nucleophiles has been developed. The reaction works efficiently under mild reaction conditions to afford a new class of α-acylaminoenamides readily via the intermediacy of keteniminium ion. The reaction displays generality and a broad substrates scope. Additionally, the α-acylaminoenamides could be transformed to highly substituted pyridine, 4-aminopyrimidine or isoquinoline cores.
TBHP/TEMPO-mediated oxidative synthesis of imides from amides
Yu, Hui,Chen, Yuegang,Zhang, Yonghao
, p. 531 - 534 (2015/05/27)
A new protocol for the synthesis of imides has been developed. In the presence of copper catalyst, N-benzylamides were oxidized to the corresponding imides by TBHP/TEMPO system in moderate to good yields. Imides were synthesized through the oxidation of N-benzylamides by TBHP/TEMPO system in moderate to good yields.
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.
AROMATIC HETEROANNULATION VIA ORTHO LITHIATION-CYCLIZATION OF N-ACYL-2-BROMOBENZAMIDES
Hendi, Mukta S.,Natalie, Kenneth J. Jr.,Hendi, Shivakumar B.,Campbell, James A.,Greenwood, Thomas D.,Wolfe, James F.
, p. 275 - 278 (2007/10/02)
N-acyl-2-bromobenzamides participate in metal-halogen exchange with n-BuLi to form N-acyl-2-lithiobenzamides, which undergo cyclization to afford 3-alkylidenephtalimides.
Electron transfer reactions. Reaction of Δ2-oxazoline-5-ones and related substrates with potassium
Muneer, Mohammed,Tikare, Ravindra K.,Kamat, Prashant V.,George, Manapurathu V.
, p. 1624 - 1630 (2007/10/02)
The reaction of several Δ2-oxazolin-5-ones (1a-c, 12) and bioxazolinones (17, 26) with potassium in THF has been investigated.Treatment of 1a with potassium in THF gave a mixture of dibenzamide (11a), N-benzoyl-C-phenylglycine (6a), and C-phenylglycine (10a).A higher yield of 11a was obtained, together with benzoic acid (9), when the reaction of 1a wascarried out in THF saturated with oxygen.The reaction of 1b gave a mixture of β-phenylalanine (10b) and 9, whereas 1c gave a mixture of N-benzoyl-C,C-diphenylglycine (6c) and N-benzoyl-C,C-diphenylmethylamine (5c).Similarly, the reaction of 12 gave a mixture of α-benzamidocinnamic ac id (15) and 9.The reaction of the bioxazolinone 17 with potassium gave a mixture of 11a, 6a, and 10a, along with an appreciable yield of 2,3,5,6-tetraphenylpyrazine (25), whereas 26 under analogous conditions gave a mixture of 15, 6b, and benzamide (29).Reasonable mechanisms, involving the initial formation of radical anion intermediates and their subsequent transformation to give the observed products, have been suggested.Potassium superoxide oxidation of some of these substrates gives similar product mixtures.Cyclic voltammetric studies have been carried out to measure the reduction potentials of 1a-c, 12, 17, and 26 in the generation of their radical anions.The radical anions of these substrates were also generated pulse radiolytically in methanol and their spectra showed absorption maxima in the region 295-350 nm.
AN EFFICIENT TRANSFORMATION OF N-ACYL-α-AMINO ACIDS INTO DIACYLAMINES VIA 2,4-DISUBSTITUTED OXAZOL-5(4H)-ONES
Suda, Kohji,Hino, Fumio,Yijima, Chino
, p. 882 - 885 (2007/10/02)
Base-catalyzed oxygenative decarboxylation of a variety of 2,4-disubstituted oxazol-5(4H)-ones in benzene with triethylamine or in dimethylsulfoxide with potassium tert-butoxide gives diacylamines.KEYWORDS - base-catalyzed autooxidation; selective oxygenation; decarboxylation; oxazol-5(4H)-one; N-acyl-α-amino acid; diacylamine
