Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.
Angew Chem Int Ed Engl. 2018 Mar 1;57(10):2716-2720. doi: 10.1002/anie.201712795. Epub 2018 Feb 8.
A palladium-catalyzed oxygenative cross-coupling of ynamides and benzyl bromides has been developed. After subsequent hydrogenation, α,α-disubstituted amide derivatives were obtained in good yields. Migratory insertion of α-oxo palladium carbene species, generated by intermolecular oxidation, is proposed as the key step in this reaction. The study demonstrates the potential of ynamides to serve as carbene precursors in palladium-catalyzed C-C bond-forming cross-coupling reactions.
钯催化的炔酰胺和溴化苄的氧化交叉偶联已经被开发出来。经过进一步的氢化，得到了α,α-二取代酰胺衍生物，产率良好。反应中，生成的α-氧代钯卡宾物种的迁移插入被认为是关键步骤，该物种是由分子间氧化产生的。该研究表明，炔酰胺作为钯催化的 C-C 键形成交叉偶联反应中卡宾前体的潜力。
