Journal
CHEMICAL SCIENCE
Volume 6, Issue 8, Pages 4610-4614Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc00519a
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Funding
- Natural Science Foundation of Jiangsu Province of China [BK20130294]
- Soochow University [Q410901212]
- Young National Natural Science Foundation of China [2140213321402133]
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The first Pd-catalyzed regioselective gamma-carbonylation of oxalyl amide protected aliphatic amines with carbon monoxide leading to synthesis of pyrrolidones has been developed. Both gamma-methyl and cyclopropyl methylene C-H bonds are well activated to obtain the corresponding pyrrolidones in moderate to excellent yields. The role of 3-(trifluoromethyl) benzoic acid as an additive is critical as it helps in stabilizing the palladium intermediate formed during the catalytic cycle. The reaction scope is extended to benzylamine and allyl amine derivatives, thereby affording the corresponding products in good to excellent yields.
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