3765-62-6Relevant academic research and scientific papers
Acetic Acid Accelerated Visible-Light Photoredox Catalyzed N-Demethylation of N,N-Dimethylaminophenyl Derivatives
Wu, Guolin,Li, Yazhen,Yu, Xuemei,Gao, Yu,Chen, Haijun
, p. 687 - 692 (2017/02/23)
N,N-Dimethylaminophenyl moiety is a common fragment in medicinal chemistry as several pharmaceuticals bearing this privileged motif are on the market and under clinical evaluation. Oxidative N-demethylation is generally regarded as the major metabolic pathway. However, pharmacokinetics, metabolites studies as well as the further structural modification are precluded by the impracticality of chemical synthesis. Here we report that acetic acid can significantly accelerate visible-light photoredox catalyzed N-demethylation of N,N-dimethylaminophenyl derivatives. This approach is easy for large scale reaction and even for potential industrial manufacture. (Figure presented.).
Copper-catalyzed regioselective synthesis of N-aryl amides from aldoximes and aryl halides
Panda, Niranjan,Mothkuri, Raghavender,Nayak, Dinesh Kumar
supporting information, p. 1602 - 1605 (2014/03/21)
Ligand-assisted copper-catalyzed reaction of aldoximes with aryl halides is described for the regioselective synthesis of N-aryl amides. This protocol is simple and compatible with a wide range of functional groups attached to the aryl ring of the halides as well as aldoximes. Copyright
Copper-Catalyzed Regioselective Synthesis of N-Aryl Amides from Aldoximes and Aryl Halides
Panda, Niranjan,Mothkuri, Raghavender,Nayak, Dinesh Kumar
supporting information, p. 1602 - 1605 (2015/10/05)
Ligand-assisted copper-catalyzed reaction of aldoximes with aryl halides is described for the regioselective synthesis of N-aryl amides. This protocol is simple and compatible with a wide range of functional groups attached to the aryl ring of the halides as well as aldoximes.
Metal-free synthesis of amides by oxidative amidation of aldehydes with amines in PEG/oxidant system
Liang, Jun,Lv, Jing,Shang, Zhi-Cai
supporting information; experimental part, p. 8532 - 8535 (2011/11/12)
A simple, inexpensive, and efficient one-pot synthesis of amide derivatives were achieved in good to excellent yields via the directly oxidative amidation of aldehydes with amines under PEG/Oxidant system.
Synthesis of amides through the Cannizzaro-type reaction catalyzed by lanthanide chlorides
Zhang, Lijun,Su, Shunpeng,Wu, Hongping,Wang, Shaowu
supporting information; experimental part, p. 10022 - 10024 (2010/02/27)
Amidation of aldehydes with lithium amides through the LnCl3-catalyzed Cannizzaro-type reactions afforded a variety of amides in high yields. The electronic and steric effects on the reaction were investigated. The features of the economical ca
Reversal of the intramolecular charge transfer in p-dimethylaminobenzanilides by amido anilino substitution
Zhang, Xuan,Wang, Chao-Jie,Liu, Li-Hong,Jiang, Yun-Bao
, p. 12432 - 12440 (2007/10/03)
p-Dimethylaminobenzanilides with a para or meta substituent at the amido anilino moiety were designed to generate a series of dual fluorescent molecules of variable electron acceptors. Ab initio calculations indicated that the anilino substitution did not
Synthesis and Anticonvulsant Activity of Analogues of 4-Amino-N-(1-phenylethyl)benzamide
Clark, C. Randall,Davenport, Timothy W.
, p. 1214 - 1218 (2007/10/02)
A group of amides and amines related to 4-amino-N-(1-phenylethyl)benzamide, 1, were prepared in a study on the relationship of structure to anticonvulsant activity in this compound. Acylation and alkylation of the amino group of 1 resulted in almost total loss of anticonvulsant activity. Insertion of a methylene between the 4-amino group and the aromatic ring of 1 produced a slight increase in anticonvulsant potency and a significant increase in toxicity. Hydride reduction of the amide carbonyl in 1 also yielded compounds having a slightly lower ED50 against convulsions induced by electroshock and a much lower TD50 in the rotorod assay. Modification of the 1-phenylethyl group of 1 also decreased anticonvulsant potency.
