1345697-82-6Relevant articles and documents
Room temperature N-arylation of amino acids and peptides using copper(i) and β-diketone
Sharma, Krishna K.,Sharma, Swagat,Kudwal, Anurag,Jain, Rahul
supporting information, p. 4637 - 4641 (2015/04/27)
A mild and efficient method for the N-arylation of zwitterionic amino acids, amino acid esters and peptides is described. The procedure provides the first room temperature synthesis of N-arylated amino acids and peptides using CuI as a catalyst, diketone as a ligand, and aryl iodides as coupling partners. The method is equally applicable for using relatively inexpensive aryl bromides as coupling partners at 80 °C. Using this procedure, electronically and sterically diverse aryl halides, containing reactive functional groups were efficiently coupled in good to excellent yields.
Palladium-catalyzed coupling reaction of amino acids (esters) with aryl bromides and chlorides
Ma, Fangfang,Xie, Xiaomin,Ding, Lina,Gao, Jinsheng,Zhang, Zhaoguo
experimental part, p. 9405 - 9410 (2011/12/14)
The bulky and electron-rich MOP type ligands and Pd(dba)2 combinations showed high efficiency for the coupling reactions of amino acids and inactive aryl halides to give N-aryl amino acids. Under the catalytic conditions, not only α-amino acids, but also β-, γ-, and δ-amino acids have been coupled with aryl chlorides in moderate to high yields; in the case of optically pure β-amino acids as substrates, the optical purities of the coupling products retained.
Synthesis of 1,5-benzothiazepine dipeptide mimetics via two cul-catalyzed cross coupling reactions
Gan, Jiangang,Ma, Dawel
supporting information; experimental part, p. 2788 - 2790 (2009/11/30)
Cul-catalyzed coupling of 4-methylphenyl bromide with amino acids gives N-aryl amino acids, which are converted Into linear dipeptides via lodination and condensation with L-cysteine derived acyl chloride. Cyclization Is achieved via a Cul/N,N-dimethylgly
Kinetics and mechanism of thermal gas-phase elimination of α- and β- (N-arylamino)propanoic acid: Experimental and theoretical analysis
Al-Awadi, Sundus A.,Abdallah, Mariam R.,Hasan, Mohamad A.,Al-Awadi, Nouria A.
, p. 3045 - 3049 (2007/10/03)
2-(N-Phenylamino)propanoic acid 1a and 3-(N-phenylamino)-propanoic acid 2a together with four of their aryl analogues were pyrolysed in the gas-phase. The reactions were homogeneous and free from catalytic and radical pathways. Analysis of the pyrolysate of 1 showed the elimination products to be carbon monoxide, acetaldehyde and aniline, while the pyrolysate of 2 reveals the formation of acrylic acid in addition to aniline. Theoretical study of the pyrolysis of 2 using an ab initio SCF method lend support to a reaction pathway involving a 4-membered cyclic transition state.
