Sequential two-step, one-pot microwave-assisted Urech synthesis of 5-monosubstituted hydantoins from L-amino acids in water

被引:0
作者
Chang, Wei-Jin [1 ]
Liew, Sook Yee [2 ]
Kurz, Thomas [3 ]
Tan, Siow-Ping [1 ]
机构
[1] Tunku Abdul Rahman Univ Management & Technol, Fac Appl Sci, Dept Phys Sci, Kuala Lumpur 53300, Malaysia
[2] Univ Malaya, Ctr Fdn Studies Sci, Kuala Lumpur 50603, Malaysia
[3] Heinrich Heine Univ Dusseldorf, Inst Pharmaceut & Med Chem, D-40225 Dusseldorf, Germany
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 21卷
关键词
amino acids; hydantoin; microwave-assisted; one-pot reaction; Urech synthesis; 5,5'-DISUBSTITUTED HYDANTOINS;
D O I
10.3762/bjoc.21.46
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The hydantoin scaffold is renowned for its wide-ranging biological activities, including antibacterial, antiviral, anticancer, antiinflammatory, and anticonvulsant effects. In this study, we present an innovative, sustainable approach to synthesizing hydantoins (H2a-j) directly from amino acids. This method employs a column chromatography-free, two-step, one-pot microwave-assisted synthesis that delivers hydantoins in yields ranging from 34% to 89%. The protocol demonstrates exceptional functional group tolerance, accommodating phenyl, aliphatic, phenol, alcohol, heterocyclic, and sulfide groups. This scalable, rapid, and eco-friendly strategy offers a promising avenue for the efficient synthesis of hydantoins, aligning with green chemistry principles and expanding the accessibility of these bioactive compounds for pharmaceutical applications.
引用
收藏
页码:596 / 600
页数:5
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