32366-28-2Relevant articles and documents
An Enantioselective Bidentate Auxiliary Directed Palladium-Catalyzed Benzylic C?H Arylation of Amines Using a BINOL Phosphate Ligand
Wang, Hao,Tong, Hua-Rong,He, Gang,Chen, Gong
, p. 15387 - 15391 (2016)
A new enantioselective palladium(II)-catalyzed benzylic C?H arylation reaction of amines is enabled by the bidentate picolinamide (PA) directing group. This reaction provides the first example of enantioselective benzylic γ-C?H arylations of alkyl amines,
Site-Selective Copper-Catalyzed Azidation of Benzylic C-H Bonds
Suh, Sung-Eun,Chen, Si-Jie,Mandal, Mukunda,Guzei, Ilia A.,Cramer, Christopher J.,Stahl, Shannon S.
supporting information, p. 11388 - 11393 (2020/07/21)
Site selectivity represents a key challenge for non-directed C-H functionalization, even when the C-H bond is intrinsically reactive. Here, we report a copper-catalyzed method for benzylic C-H azidation of diverse molecules. Experimental and density functional theory studies suggest the benzyl radical reacts with a CuII-azide species via a radical-polar crossover pathway. Comparison of this method with other C-H azidation methods highlights its unique site selectivity, and conversions of the benzyl azide products into amine, triazole, tetrazole, and pyrrole functional groups highlight the broad utility of this method for target molecule synthesis and medicinal chemistry.
Catalytic B(C6F5)3[rad]H2O-promoted defluorinative functionalization of tertiary aliphatic fluorides
Dryzhakov, Marian,Richmond, Edward,Li, Guang,Moran, Joseph
, p. 45 - 51 (2016/12/06)
A B(C6F5)3[rad]H2O-catalyzed defluorinative functionalization of tertiary aliphatic fluorides is described that proceeds under benign reaction conditions. The synthetic utility of the method is exemplified throu
