40046-88-6Relevant academic research and scientific papers
Pd-Catalyzed Carbonylation of Acyl Azides
Chang, Wenxu,Fu, Bin,Huang, Baoliang,Jiao, Lei,Li, Zongyang,Wang, Peng,Xu, Shiyang,Yuan, Chenhui,Zhang, Zhenhua
, p. 9497 - 9508 (2019/08/26)
Pd-catalyzed reactions of azides with CO to access an isocynate intermediate have been developed extensively in recent years. However, the catalytic carbonylation of sensitive acyl azides has not been reported. Herein, we report a simple Pd-catalyzed carbonylation reaction of acyl azides with broad substrate scope, high efficiency, and simple operation under mild conditions, which provides facile access to acyl ureas. In addition, a mechanistic study was carried out by both experiment and DFT calculation. Control experiments and kinetic study revealed that the real active palladium species were Pd(0). The result of kinetic study suggested that palladium catalyst, azide, and CO were all involved in the turnover-limiting step except for amine. Further DFT study suggested that an unprecedented five-membered palladacycle intermediate was the key intermediate in the carbonylation reaction. ?
Direct conversion of carboxylic acids to various nitrogen-containing compounds in the one-pot exploiting curtius rearrangement
Kumar, Arun,Kumar, Naveen,Sharma, Ritika,Bhargava, Gaurav,Mahajan, Dinesh
, p. 11323 - 11334 (2019/09/10)
Herein we report, a single-pot multistep conversion of inactivated carboxylic acids to various N-containing compounds using a common synthetic methodology. The developed methodology rendered the use of carboxylic acids as a direct surrogate of primary amines, for the synthesis of primary ureas, secondary/tertiary ureas, O/S-carbamates, benzoyl ureas, amides, and N-formyls, exploiting the Curtius reaction. This approach has a potential to provide a diversified library of N-containing compounds, starting from a single carboxylic acid, based on the selection of the nucleophile.
A simple and efficient synthesis of N-benzoyl ureas
Stokes, Stephen,Martin, Nathaniel G.
, p. 4802 - 4804 (2012/09/07)
A novel, operationally simple, method for the preparation of acyl ureas is described. The procedure is high yielding and tolerant of a wide range of functional groups.
Ozonolysis of 5-Bromo- and 5-Ethoxy-2-phenyloxazoles. The Products and the Reaction Mechanism
Kashima, Choji,Arao, Hideki
, p. 805 - 807 (2007/10/02)
The ozonolysis of 2-phenyloxazoles having the good leaving group as an anion at C-5 position gave mainly N-benzoylisocyanate (2) with the formation of carbon dioxide.
Reaction Mechanism for the Ozonolysis of Oxazoles
Kashima, Choji,Arao, Hideki,Hibi, Shigeki
, p. 347 - 357 (2007/10/02)
2-Phenyl- (1d), 4-phenyl- (1a), 4,5-diphenyl- (1b), and 2,4,5-triphenyloxazoles (1c) were ozonolyzed to give N-acylamides (2), acid anhydrides (3), and/or N-acylisocyanates (4).The ozonolysis of deuteriated oxazole (1e) was also investigated.Based on the
