A Facile synthesis of Biaryl ketones in recyclable system: Triazenes as new coupling partners in the carbonylative Suzuki and Hiyama cross‐coupling reactions using NFSac as CO source

Palladium‐catalyzed carbonylation reactions aid as potent tools for the insertion of carbonyl unit(s) in a wide array of molecules possessing vast number of applications in multiple domains. An efficient and facile protocol has been reported for the carbonylative Suzuki (CO−S) and carbonylative Hiya...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2023-06, Vol.8 (23), p.n/a
Hauptverfasser: Anchi, Athmanand, Kalkhambkar, Rajesh G., Kumar P, Pavan, Naik, Ravi S, Refat, Moamen S., Adam, Abdel Majid A., Alsuhaibani, Amnah Mohammed, Bakare, Safyah B.
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container_issue 23
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container_title ChemistrySelect (Weinheim)
container_volume 8
creator Anchi, Athmanand
Kalkhambkar, Rajesh G.
Kumar P, Pavan
Naik, Ravi S
Refat, Moamen S.
Adam, Abdel Majid A.
Alsuhaibani, Amnah Mohammed
Bakare, Safyah B.
description Palladium‐catalyzed carbonylation reactions aid as potent tools for the insertion of carbonyl unit(s) in a wide array of molecules possessing vast number of applications in multiple domains. An efficient and facile protocol has been reported for the carbonylative Suzuki (CO−S) and carbonylative Hiyama (CO−H) coupling of aryl triazenes using phenyl boronic acid and triethoxy(phenyl)silane respectively via a Pd‐catalysis in combination with Ionic liquids (ILs). Four different ILs have been employed as solvent/reagent/promotor(s) to afford the targeted products in reasonably good yields. As per the predictive mechanism, an in situ generated N‐Heterocarbene‐Ionicliquid‐Palladium (NHC‐IL‐Pd) species serve as a regenerative catalyst while the N‐formyl saccharin (NFSac), a non‐hazardous and commercially available crystalline compound was used as carbon monoxide (CO) surrogate playing important roles to accomplish the desired products in good yields. The carbonylative Suzuki and Hiyama cross‐coupling reactions, by employing triazenes as new coupling partners and N‐Formyl Saccharin as carbon monoxide (CO) surrogate in ionic liquids. A protocol was tested that uses ILs as the solvent, Brønsted‐acid or promoter, fluoride ion source and recyclable IL.
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source Wiley Online Library Journals Frontfile Complete
subjects Cabonylative Suzuki and Hiyama cross-coupling
In situ Cabonylative protocol
Ionic Liquids
N-Formyl Saccharin
title A Facile synthesis of Biaryl ketones in recyclable system: Triazenes as new coupling partners in the carbonylative Suzuki and Hiyama cross‐coupling reactions using NFSac as CO source
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