期刊
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
卷 7, 期 12, 页码 10207-10213出版社
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.9b00412
关键词
Transfer hydrogenation; Biomass conversion; Sustainable catalysis; Amination and amidation; Solvent-free; Levulinic acid
资金
- National Natural Science Foundation of China [21666008, 21576059]
- Fok Ying-Tong Education Foundation [161030]
- Key Technologies R&D Program of China [2014BAD23B01]
- Guizhou Science & Technology Foundation [[2018]1037, [2017]5788]
Levulinic acid (LA) and formic acid (FA) are concurrently derivable from biomass sugars, and recognized as sustainable feedstock for producing biofuels and chemicals. Herein, a benign and eco-friendly approach using low-cost formamide (FAM) and FA as nitrogen and hydrogen source, respectively, was developed to be highly efficient for the synthesis of 5-methyl-2-pyrrolidone (MPLD, up to 93% yield) from LA under quasi-catalytic and solvent-free conditions in a relatively short reaction time of 90 min at 160 degrees C. Deuterium-labeled and control experiments with 2D NMR illustrated the occurrence of transfer hydroamination process, where FA acted as an acid as well as H-donor. The smooth proceeding of the initial C-N bond formation process mainly contributed to the rapid substrate conversion, while the concurrent amidation process was favorable for the subsequent cyclization to give the desired lactam, as proved by computational calculations and kinetic studies. In addition, this quasi-catalytic system was applicable to the synthesis of various N-unprotected lactams in 76-95% yields from keto acids under benign conditions, and the target product could be simply isolated by extraction.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据