A Palladium-Catalyzed Carbonylative Acetylation of N-Phenylpyridin-2-amine Using DMF and CO as the Acetyl Source

作者：Xu, Jiawei; Li, Xuan; Wang, Shoucai; Kang, Chen; Jiang, Guangbin^*; Ji, Fanghua^*

来源：Journal of Organic Chemistry, 2023, 88(9): 6168-6175.

DOI：10.1021/acs.joc.3c00176

• METAL-FREE SYNTHESIS
• AROMATIC-AMINES
• DMSO
• N,N-DIMETHYLFORMAMIDE
• CYCLIZATION
• ALCOHOLS
• FUNCTIONALIZATION
• FORMYLATION
• CYANATION
• AMIDINES

This study reports a carbonylative acetylation for the synthesis of N-phenyl-N-(pyridin-2-yl)acetamides using N,N-dimethylformamide (DMF) as a methyl source and CO as a carbonyl source. Interestingly, dimethyl sulfoxide (DMSO) can be also used as a methyl source when using only DMSO as the solvent. Mechanistic studies using DMSO-d6 revealed that the methyl group was derived from the methyl group of DMF instead of DMSO when using DMF and DMSO as a mixed solvent. These results indicated that DMF was a preferential methyl source.

• 单位
  桂林理工大学