108977-91-9Relevant academic research and scientific papers
Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides
Kumar, Yogesh,Shaw, Mukta,Thakur, Rima,Kumar, Amit
, p. 6617 - 6625 (2016/08/16)
A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.
Formamidine hydrochloride as an amino surrogate: I2-catalyzed oxidative amidation of aryl methyl ketones leading to free (N-H) α-ketoamides
Liu, Shan,Gao, Qinghe,Wu, Xia,Zhang, Jingjing,Ding, Kerong,Wu, Anxin
supporting information, p. 2239 - 2242 (2015/03/04)
A highly efficient molecular iodine catalyzed oxidative amidation of aryl methyl ketones with formamidine hydrochloride has been developed. This reaction represents a novel strategy for the synthesis of free (N-H) α-ketoamides. Based on the experimental r
Modulation of A2B adenosine receptor by 1-Benzyl-3-ketoindole derivatives
Taliani, Sabrina,Trincavelli, Maria Letizia,Cosimelli, Barbara,Laneri, Sonia,Severi, Elda,Barresi, Elisabetta,Pugliesi, Isabella,Daniele, Simona,Giacomelli, Chiara,Greco, Giovanni,Novellino, Ettore,Martini, Claudia,Da Settimo, Federico
, p. 331 - 337 (2013/10/21)
We have disclosed a series of 1-benzyl-3-ketoindole derivatives acting as either positive or negative modulators of the human A2B adenosine receptor (A2B AR) depending on small differences in their side chain. The new compounds were designed taking into account structural similarities between AR antagonists and ligands of the GABAA/benzodiazepine receptor. All compounds resulted totally inactive at A2A and A 3 ARs and showed small (8a,b) or none (7a,b, 8c and 9a,b) affinity for A1 AR. When tested on A2B AR-transfected CHO cells, 7a,b and 8a acted as positive modulators, whereas 8b,c and 9a,b acted as negative modulators, enhancing or weakening the NECA-induced increase of cAMP levels, respectively. Compounds 7-9 might be regarded as useful biological and pharmacological tools to explore the therapeutic potential of A2B AR modulators, while their 3-ketoindole scaffold might be taken as a reference to design new analogs.
