58745-46-3Relevant academic research and scientific papers
Directing Group in Decarboxylative Cross-Coupling: Copper-Catalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids
Liu, Zhao-Jing,Lu, Xi,Wang, Guan,Li, Lei,Jiang, Wei-Tao,Wang, Yu-Dong,Xiao, Bin,Fu, Yao
supporting information, p. 9714 - 9719 (2016/08/11)
Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site-selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.
The reductive cleavage of picolinic amides
O'Donovan, Daniel H.,De Fusco, Claudia,Spring, David R.
supporting information, p. 2962 - 2964 (2016/07/06)
Treatment of picolinic amides with excess zinc in aqueous hydrochloric acid at room temperature affords the corresponding amines in good to excellent yields. The mild reaction conditions exhibit useful functional group tolerance and facilitate the application of the picolinic amide moiety as a protecting group which can be easily introduced and selectively removed.
Improved protocol for indoline synthesis via palladium-catalyzed intramolecular C(sp2)-H amination
He, Gang,Lu, Chengxi,Zhao, Yingsheng,Nack, William A.,Chen, Gong
supporting information; experimental part, p. 2944 - 2947 (2012/08/28)
An efficient method has been developed for the synthesis of indoline compounds from picolinamide (PA)-protected β-arylethylamine substrates via palladium-catalyzed intramolecular amination of ortho-C(sp2)-H bonds. These reactions feature high efficiency, low catalyst loadings, mild operating conditions, and the use of inexpensive reagents.
