We have located links that may give you full text access.
An efficient heterogeneous catalyst (CuO@ARF) for on-water C-S coupling reaction: an application to the synthesis of phenothiazine structural scaffold.
Organic and Medicinal Chemistry Letters 2014 December
BACKGROUND: Aryl sulfides have significant importance from biological and pharmaceutical aspects. Transition metal-catalyzed carbon-sulfur cross-coupling reaction represents an important tool for the synthesis of sulfides. Among various transition metals, copper salts or oxides have found vast applicability.
RESULTS: A simple procedure for the preparation of poly-ionic amberlite resins embedded with copper oxide nanoparticles (CuO NPs) (denoted as CuO@ARF) has been developed, characterized, and employed for the first time as a heterogeneous ligand-free catalyst for 'on-water' C-S cross-coupling reaction. The NPs of CuO with an average size (approximately 2.6 nm), as determined from high resolution transmission electron microscopy (HRTEM) images, are found to be a potentially active, chemoselective, and recyclable catalyst for the preparation of symmetrical and unsymmetrical aryl sulfides. Recycling of the catalyst was performed successfully for five consecutive runs, and apparently no leaching was observed in a hot filtration test. Excellent chemoselectivity between iodo- and bromo-arene has been exploited in step-wise C-S and C-N couplings to synthesize bioactive heterocyclic scaffold phenothiazine.
CONCLUSIONS: An efficient method is established for the C-S cross-coupling reaction using heterogeneous catalyst CuO@ARF under ligand-free on-water condition. The catalyst is highly chemoselective among different aryl halides, which has been demonstrated in the synthesis heterocyclic scaffold phenothiazine. Furthermore, it is recyclable for five consecutive runs examined. Graphical abstract On-water C-S coupling using new heterogeneous nano-catalyst (CuO@ARF).
RESULTS: A simple procedure for the preparation of poly-ionic amberlite resins embedded with copper oxide nanoparticles (CuO NPs) (denoted as CuO@ARF) has been developed, characterized, and employed for the first time as a heterogeneous ligand-free catalyst for 'on-water' C-S cross-coupling reaction. The NPs of CuO with an average size (approximately 2.6 nm), as determined from high resolution transmission electron microscopy (HRTEM) images, are found to be a potentially active, chemoselective, and recyclable catalyst for the preparation of symmetrical and unsymmetrical aryl sulfides. Recycling of the catalyst was performed successfully for five consecutive runs, and apparently no leaching was observed in a hot filtration test. Excellent chemoselectivity between iodo- and bromo-arene has been exploited in step-wise C-S and C-N couplings to synthesize bioactive heterocyclic scaffold phenothiazine.
CONCLUSIONS: An efficient method is established for the C-S cross-coupling reaction using heterogeneous catalyst CuO@ARF under ligand-free on-water condition. The catalyst is highly chemoselective among different aryl halides, which has been demonstrated in the synthesis heterocyclic scaffold phenothiazine. Furthermore, it is recyclable for five consecutive runs examined. Graphical abstract On-water C-S coupling using new heterogeneous nano-catalyst (CuO@ARF).
Full text links
Related Resources
Get seemless 1-tap access through your institution/university
For the best experience, use the Read mobile app
All material on this website is protected by copyright, Copyright © 1994-2024 by WebMD LLC.
This website also contains material copyrighted by 3rd parties.
By using this service, you agree to our terms of use and privacy policy.
Your Privacy Choices
You can now claim free CME credits for this literature searchClaim now
Get seemless 1-tap access through your institution/university
For the best experience, use the Read mobile app