Fe 3 O 4 ‐SAHPG‐Pd 0 nanoparticles: A ligand‐free and low Pd loading quasiheterogeneous catalyst active for mild Suzuki–Miyaura coupling and CH activation of pyrimidine cores

• Published in: Applied organometallic chemistry Vol. 35; no. 1
• Main Authors: Azizollahi, Hamid, Eshghi, Hossein, García‐López, José‐Antonio
• Format: Journal Article
• Language: English
• Published: 01.01.2021
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.6020

This paper reports a green magnetic quasiheterogeneous efficient palladium catalyst in which Pd 0 nanoparticles have been immobilized in self‐assembled hyperbranched polyglycidole (SAHPG)‐coated magnetic Fe 3 O 4 nanoparticles (Fe 3 O 4 ‐SAHPG‐Pd 0 ). This catalyst has been used for effective ligandless Pd catalyzed Suzuki–Miyaura coupling reactions of different aryl halides with substituted boronic acids at room temperature and in aqueous media. Herein, SAHPG is used as support; it also acts as a reducing agent and stabilizer to promote the transformation of Pd II to Pd 0 nanoparticles. Also, this environmental friendly quasiheterogeneous catalyst is employed for the first time in the synthesis of new pyrimido[4,5‐ b ]indoles via oxidative addition/CH activation reactions on the pyrimidine rings, which were obtained with higher yield and faster than when Pd(OAc) 2 was used as the catalyst. Interestingly, the above‐mentioned catalyst could be recovered in a facile manner from the reaction mixture by applying an external magnet device and recycled several times with no significant decrease in the catalytic activity.