Dechlorination of Aryl Chlorides with Sodium Formate Using a Homogeneous Palladium Catalyst

2006 ◽  
Vol 25 (4) ◽  
pp. 1052-1054 ◽  
Author(s):  
Margaret E. Logan ◽  
Mark E. Oinen
Keyword(s):  
Palladium Catalyst ◽  
Sodium Formate ◽  
Aryl Chlorides

scholarly journals Organophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yanjun Li ◽  
Ziqi Ye ◽  
Yu-Mei Lin ◽  
Yan Liu ◽  
Yumeng Zhang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Sodium Formate ◽  
Bioactive Molecules ◽  
Co Catalyst ◽  
Aryl Chlorides ◽  
Aryl Amine ◽  
Drug Molecules ◽  
Photocatalytic System ◽  
Site Selective ◽  
Environmentally Friendly Method

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.

Direct C-H Arylation of Heteroarenes with Aryl Chlorides by Using an Abnormal N-Heterocyclic-Carbene-Palladium Catalyst

2017 ◽  
Vol 2017 (5) ◽  
pp. 1004-1011 ◽  
Author(s):  
Jasimuddin Ahmed ◽  
Samaresh Chandra Sau ◽  
Sreejyothi P ◽  
Pradip Kumar Hota ◽  
Pavan K. Vardhanapu ◽  
...  
Keyword(s):  
Palladium Catalyst ◽  
Aryl Chlorides

ChemInform Abstract: An Active, General, and Long-Lived Palladium Catalyst for Cross-Couplings of Deactivated (Hetero)aryl Chlorides and Bromides with Arylboronic Acids.

ChemInform ◽  
2014 ◽  
Vol 45 (18) ◽  
pp. no-no
Author(s):  
Takashi Hoshi ◽  
Tomonobu Honma ◽  
Ayako Mori ◽  
Maki Konishi ◽  
Tsutomu Sato ◽  
...  
Keyword(s):  
Palladium Catalyst ◽  
Aryl Chlorides ◽  
Arylboronic Acids

Pd/C-Catalyzed Transfer Reduction of Aryl Chlorides with Sodium Formate in Water.

ChemInform ◽  
2004 ◽  
Vol 35 (46) ◽  
Author(s):  
Antonio Arcadi ◽  
Giorgio Cerichelli ◽  
Marco Chiarini ◽  
Raquel Vico ◽  
Daniel Zorzan
Keyword(s):  
Sodium Formate ◽  
Aryl Chlorides

Pd/C-Catalyzed Transfer Reduction of Aryl Chlorides with Sodium Formate in Water

2004 ◽  
Vol 2004 (16) ◽  
pp. 3404-3407 ◽  
Author(s):  
Antonio Arcadi ◽  
Giorgio Cerichelli ◽  
Marco Chiarini ◽  
Raquel Vico ◽  
Daniel Zorzan
Keyword(s):  
Sodium Formate ◽  
Aryl Chlorides
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