Catalytic Aerobic Phenol Homo‐ and Cross‐Coupling Reactions with Copper Complexes Bearing Redox‐Active Guanidine Ligands

2019 ◽  
Vol 25 (35) ◽  
pp. 8279-8288 ◽  
Author(s):  
Florian Schön ◽  
Elisabeth Kaifer ◽  
Hans‐Jörg Himmel
Author(s):  
Jia-Xin Wang ◽  
Ya-Ting Wang ◽  
Hao Zhang ◽  
Ming-Chen Fu

A visible-light-induced iodine anion catalyzed C-H stereoselective alkylation of enamides has been developed. Redox-active esters and Katritzky salts of the amino acid are amenable for decarboxylative/deaminative cross-coupling reactions, delivering various...


2014 ◽  
Vol 39 (8) ◽  
pp. 859-866 ◽  
Author(s):  
Lin Yuan ◽  
Wang-yang Ma ◽  
Chen Wang ◽  
Wei-xia Zhou ◽  
Jiao Niu ◽  
...  

2020 ◽  
Vol 11 (12) ◽  
pp. 3192-3197 ◽  
Author(s):  
Inwon Kim ◽  
Honggu Im ◽  
Hyeonyeong Lee ◽  
Sungwoo Hong

By employing an N-heterocyclic carbene (NHC) catalyst, we developed a versatile catalytic system that enables deaminative cross-coupling reactions of aldehydes with redox-active pyridinium salts.


2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.


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