期刊
HETEROCYCLIC COMMUNICATIONS
卷 20, 期 4, 页码 215-223出版社
WALTER DE GRUYTER GMBH
DOI: 10.1515/hc-2014-0107
关键词
acidity; antibacterial activity; DFT quantum chemical calculations; isoxazolo[3,4-b]pyridin-3(1H)-one; N-alkylation; mesomerism
资金
- Polish Ministry of Science and Higher Education
- National Science Centre [IP2012 055472]
The electronic structure and prototropic tautomerism of 4,6-dimethylisoxazolo[3,4-b]pyridin-3(1H)-one (1) were studied theoretically with use of the B3LYP/6-31G* and omega B97X-D/6-31G* density functional methods and SM8 (H2O, DMF) solvation models. Compound 1, which is a weak acid with a pK(a) of 6.9, undergoes regioselective alkylation and sulfonylation under basic reaction conditions to give a series of N1-substituted products 2a-i. Later compounds were evaluated in vitro for antibacterial activity with the use of 68 strains of aerobic and anaerobic bacteria, including 12 reference strains.
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