scholarly journals Unparalleled Rates for the Activation of Aryl Chlorides and Bromides: Coupling with Amines and Boronic Acids in Minutes at Room Temperature

2002 ◽  
Vol 41 (24) ◽  
pp. 4746-4748 ◽  
Author(s):  
James P. Stambuli ◽  
Ryoichi Kuwano ◽  
John F. Hartwig
Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yanjun Li ◽  
Ziqi Ye ◽  
Yu-Mei Lin ◽  
Yan Liu ◽  
Yumeng Zhang ◽  
...  

AbstractDevelopment of practical deuteration reactions is highly valuable for organic synthesis, analytic chemistry and pharmaceutic chemistry. Deuterodehalogenation of organic chlorides tends to be an attractive strategy but remains a challenging task. We here develop a photocatalytic system consisting of an aryl-amine photocatalyst and a disulfide co-catalyst in the presence of sodium formate as an electron and hydrogen donor. Accordingly, many aryl chlorides, alkyl chlorides, and other halides are converted to deuterated products at room temperature in air (>90 examples, up to 99% D-incorporation). The mechanistic studies reveal that the aryl amine serves as reducing photoredox catalyst to initiate cleavage of the C-Cl bond, at the same time as energy transfer catalyst to induce homolysis of the disulfide for consequent deuterium transfer process. This economic and environmentally-friendly method can be used for site-selective D-labeling of a number of bioactive molecules and direct H/D exchange of some drug molecules.


Author(s):  
Matthew L Clarke ◽  
Marcia B France ◽  
Jose A Fuentes ◽  
Edward J Milton ◽  
Geoffrey J Roff

2012 ◽  
Vol 77 (6) ◽  
pp. 2878-2884 ◽  
Author(s):  
Hua-Jian Xu ◽  
Yong-Qiang Zhao ◽  
Teng Feng ◽  
Yi-Si Feng

2019 ◽  
Vol 60 (11) ◽  
pp. 760-763 ◽  
Author(s):  
Jie Dong ◽  
Hui Guo ◽  
Wei Peng ◽  
Qiao-Sheng Hu

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