合成化学2024,Vol.32Issue(8) :705-710.DOI:10.15952/j.cnki.cjsc.1005-1511.23065

钯催化合成N-芳基-γ-胺基-γ-丁内酰胺类化合物

Palladium Catalyzed Synthesis of N-Aryl-γ-amino-γ-lactams

鲍峰玉 刘兴源 张婉 李志
合成化学2024,Vol.32Issue(8) :705-710.DOI:10.15952/j.cnki.cjsc.1005-1511.23065

钯催化合成N-芳基-γ-胺基-γ-丁内酰胺类化合物

Palladium Catalyzed Synthesis of N-Aryl-γ-amino-γ-lactams

鲍峰玉 1刘兴源 1张婉 1李志1
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作者信息

  • 1. 河南农业大学理学院,河南郑州 450002
  • 折叠

摘要

γ-丁内酰胺是很多具有生物活性、药物活性化合物的核心结构单元.已报道的由过渡金属催化,直接合成N-芳基-γ-胺基-γ-丁内酰胺类化合物的反应,存在必须使用过氧化物、操作不便的局限性.以10%(物质的量分数,下同)Pd/C为催化剂,将芳香胺和N-甲基吡咯烷酮在空气气氛下的二甲苯中于100℃反应24 h得到N-芳基-γ-胺基-γ-丁内酰胺类化合物(3a~3g),产率高达91%.经过核磁氢谱、碳谱和高分辨质谱分析,产物的结构得到确证.

Abstract

The γ-lactams are core structural units of a number of compounds with biological and medic-inal activities.The reported reactions of transition metal-catalyzed direct synthesis of N-aryl-γ-amino-γ-lactams suffer from limitation of peroxides and operating inconvenience.10%(molar fraction,same below)Pd/C was used as catalyst.The reactions of aryl amines with N-methyl-2-pyrrolidone were con-ducted in xylene at 100 ℃ for 24 h in an air atmosphere and gave N-aryl-γ-amino-γ-lactam compounds(3a~3g)in up to 91%yield.The structures of the products were confirmed by 1H NMR,13 C NMR and HR-MS(ESI)analysis.

关键词

/催化/合成/芳香胺/N-甲基吡咯烷酮/氧化胺化/γ-丁内酰胺

Key words

palladium/catalysis/synthesis/aryl amine/N-methyl-2-pyrrolidone,oxidative amina-tion/γ-lactam

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出版年

2024
合成化学
四川省化学化工学会 中国科学院成都有机化学研究所

合成化学

CSTPCD
影响因子:0.42
ISSN:1005-1511
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