Abstract
A silver‐triggered heterogeneous Pd‐catalyzed oxidative carbonylation has been developed. This heterogeneous process exhibits high efficiency and good recyclability, and was utilized for the one‐pot construction of polycyclic compounds with multiple chiral centers. AgOTf was used to remove chloride ions in the heterogeneous catalyst Pd‐AmP‐CNC, thereby generating highly active PdII, which results in high efficiency of the heterogeneous catalytic system.
Highlights
A silver-triggered heterogeneous Pd-catalyzed oxidative carbonylation has been developed
Palladium-catalyzed oxidative carbonylations have been widely used for the introduction of carbonyl groups into organic molecules, which provides a basis for the streamlined construction of valuable products from various feedstocks.[1]
Over the past six years, our group has developed efficient oxidative carbonylation reactions of enallenes catalyzed by Pd(OAc)2 or Pd(TFA)2.[1j,3] As shown in Scheme 1 a, the olefin group of enallene A coordinates to PdII (Int-A), triggering allenic C(sp3)ÀH cleavage to give Int-B
Summary
A silver-triggered heterogeneous Pd-catalyzed oxidative carbonylation has been developed. Over the past six years, our group has developed efficient oxidative carbonylation reactions of enallenes catalyzed by Pd(OAc)2 or Pd(TFA)2.[1j,3] As shown in Scheme 1 a, the olefin group of enallene A coordinates to PdII (Int-A), triggering allenic C(sp3)ÀH cleavage to give Int-B. Based on the initial results, we tried to improve the selectivity of the reaction by using allene amide 1 a as the starting material at room temperature to produce pyrrolidone 2 a.
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