33739-91-2Relevant articles and documents
Cobalt catalysed aminocarbonylation of thiols in batch and flow for the preparation of amides
Domínguez, Gema,Ordu?a, Jose Maria,Pérez-Castells, Javier
, p. 30398 - 30406 (2021/10/20)
The synthesis of amides from thiols through a cobalt-catalyzed aminocarbonylation is shown. After optimizing all the reaction parameters, the methodology makes possible the obtention of amides with variable yields, while competing reactions such as the formation of disulfides and ureas can be limited. The process works well with aromatic thiols with electron donating groups (EDG) whereas other thiols give reaction with lower yields. The previous process has been transferred and optimized into flow equipment, thus allowing using less CO in a safer way, and permitting the scaling up of the synthesis. Two drugs, moclobemide and itopride were prepared with this methodology, albeit only in the second case with good results. A mechanistic pathway is proposed.
A case study of Pd?Pd intramolecular interaction in a benzothiazole based palladacycle; catalytic activity toward amide synthesisviaan isocyanide insertion pathway
Loni, Masood,Balmohammadi, Yaser,Dadgar Yeganeh, Reza,Imani, Kaveh,Notash, Behrouz,Bazgir, Ayoob
supporting information, p. 3290 - 3297 (2021/02/26)
An acetate bridge benzothiazolepalladacycle containing a rare metallophilic intramolecular Pd?Pd interaction was synthesized and thoroughly characterized. The synthesized benzothiazolepalladacycle directly anchored on SBA-15 to form an efficient heterogen
Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light
Alexanian, Erik J.,Veatch, Alexander M.
, p. 7210 - 7213 (2020/07/23)
The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reaction extends to the use of (hetero)aryl chlorides and is successful with a broad range of amine nucleophiles. Mechanistic investigations are consistent with a reaction proceeding via intermolecular charge transfer involving a donor-acceptor complex of the substrate and cobaltate catalyst.
