Transition metal catalyzed carbonylation reactions using carbon monoxide as the C-1 source have occupied an all important position in catalysis which is subsequently related to organic synthesis and industrial synthesis of molecules.
Recyclable and commercially available Pd/C catalyzes the phenoxycarbonylation reaction using N-formylsaccharin as a CO surrogate in propylene carbonate as an environmentally benign and sustainable polar aprotic solvent under co-catalyst free, ligand free and additive free conditions.
This work reports a cost-effective and sustainable protocol for the carbonylative Suzuki–Miyaura cross-coupling reaction catalyzed by palladium nanoparticles (Pd NPs) supported on fibrous nanosilica (KCC-1) with very high turnover number.
This work reports the carbonylative Suzuki-Miyaura coupling of aryl iodides catalyzed by palladacycles. More importantly, the palladacycles have been used to generate high turnover numbers (TON's) and turnover frequencies (TOF's). A range of aryl iodides can be coupled with arylboronic acids, generating TON's in the range of 10(6) to 10(7) and TOF's in the range of 10(5) to 10(6) h(-1). Comparison of the palladacycles with a conventional palladium source shows their superiority in generating high TON's and TOF's.
This work documents the first Pd/C‐catalyzed carbonylative Suzuki–Miyaura cross‐coupling of aryl iodides with N‐formylsaccharin as a CO surrogate. In contrast to previous reaction protocols, which make use of toxic and hazardous solvents, the reaction could be advantageously performed in propylene carbonate as an environmentally benign and sustainable polar aprotic solvent. A range of biaryl ketones, including (4‐methoxyphenyl)(3,4,5‐trimethoxyphenyl)methanone, an antineoplastic belonging to the phenstatin family, could be synthesized under cocatalyst‐free, additive‐free and ligand‐free conditions. The Pd/C could be recycled up to five times under CO surrogacy with only a marginal decrease in catalytic activity. The reaction could also be scaled up to gram‐scale syntheses.
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