3940-77-0Relevant academic research and scientific papers
Cationic N-Heterocyclic Carbene Copper-Catalyzed [1,3]-Alkoxy Rearrangement of N-Alkoxyanilines
Nakamura, Itaru,Jo, Takeru,Ishida, Yasuhiro,Tashiro, Hiroki,Terada, Masahiro
, p. 3059 - 3062 (2017/06/23)
The [1,3]-alkoxy rearrangement reactions of N-alkoxyanilines were efficiently catalyzed by cationic N-heterocyclic carbene (NHC)-Cu catalysts in affording 2-alkoxyaniline derivatives in good to excellent yields with high functional group compatibility. For N-alkoxyanilines having an electron-withdrawing substituent at the meta-position, the alkoxy group selectively migrated to the more hindered ortho-position. In contrast, the alkoxy group migrated to the less hindered ortho-position for N-alkoxyanilines having an electron-donating substituent. Mechanistic studies suggest that the rearrangement reactions proceed via an intramolecular route.
Design, synthesis, biological evaluation, NMR and DFT studies of structurally simplified trimethoxy benzamides as selective P-glycoprotein inhibitors: the role of molecular flatness
Stefanachi, Angela,Mangiatordi, Giuseppe Felice,Tardia, Piero,Alberga, Domenico,Leonetti, Francesco,Niso, Mauro,Colabufo, Nicola Antonio,Adamo, Carlo,Nicolotti, Orazio,Cellamare, Saverio
, p. 820 - 831 (2016/11/11)
In a recent investigation carried out on a panel of trimethoxybenzanilides, we showed that the formation of an intramolecular hydrogen bond is a key element for tuning P-gp inhibitory activity. In this study, we designed new structurally simplified trimet
Silica gel-mediated amide bond formation: An environmentally benign method for liquid-phase synthesis and cytotoxic activities of amides
Yang, Xiao-Dong,Zeng, Xiang-Hui,Zhao, Yuan-Hong,Wang, Xue-Quan,Pan, Zhi-Qiang,Li, Liang,Zhang, Hong-Bin
scheme or table, p. 307 - 310 (2010/11/18)
An efficient, functional group tolerable, and environmentally benign process for the synthesis of amides was developed. No activation reagents or scavengers are required in this process. Purification of desired compounds is easy, rapid, and cost-effective. This protocol provides an alternative for the combinatorial liquid-phase synthesis of amide libraries for drug discovery. By this method, a number of amides were prepared and evaluated in vitro against a panel of human tumor cell lines. Cinnamic amide IV-4 was found to be the most potent compound synthesized against four human tumor cell lines.
