1370724-44-9Relevant articles and documents
Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway
Colletto, Chiara,Islam, Saidul,Juliá-Hernández, Francisco,Larrosa, Igor
, p. 1677 - 1683 (2016)
The first example of a regioselective β-arylation of benzo[b]thiophenes and thiophenes at room temperature with aryl iodides as coupling partners is reported. This methodology stands out for its operational simplicity: no prefunctionalization of either st
Salicylic Acid-Catalyzed One-Pot Hydrodeamination of Aromatic Amines by tert-Butyl Nitrite in Tetrahydrofuran
Felipe-Blanco, Diego,Alonso, Francisco,Gonzalez-Gomez, Jose C.
, p. 2857 - 2863 (2017/08/23)
A significant acceleration in the hydrodeamination of in situ formed diazonium salts (from aromatic amines) has been observed in the presence of 10-mol% salicylic acid, using tetrahydrofuran as the hydrogen donor. The reaction proceeds efficiently at 20 °C for a wide range of substituted anilines, even at 10-mmol scale, without any other additive. The same protocol has been adapted to the selective deuterodeamination of some aromatic amines. Control experiments clearly show that aryl radicals are involved in the reaction mechanism. (Figure presented.).
Visible light driven hydro-/deuterodefunctionalization of anilines
Majek, Michal,Filace, Fabiana,Von Wangelin, Axel Jacobi
supporting information, p. 4518 - 4522 (2015/03/18)
The defunctionalization of anilines is an important strategy in aromatic-substitution chemistry. Herein, we report on visible light mediated hydro- and deuterodediazonations in solutions of DMF. The mild reaction conditions (DMF, RT, no additives) tolerate various functional groups and allow the site-specific introduction of D atoms to the arene. Mechanistic investigations indicate the participation of photoredox and radical chain pathways and competing abstraction of methyl and formyl hydrogen atoms from DMF.
Selective deuteration of (hetero)aromatic compounds via deutero-decarboxylation of carboxylic acids
Grainger, Rachel,Nikmal, Arif,Cornella, Josep,Larrosa, Igor
supporting information; experimental part, p. 3172 - 3174 (2012/06/04)
A practical, mild and highly selective protocol for the monodeuteration of a variety of arenes and heteroarenes is presented. Catalytic amounts of Ag(i) salts in DMSO/D2O are shown to facilitate the deutero-decarboxylation of ortho-substituted