化学
恶唑啉
硫族元素
烷基
芳基
乙醚
碲
烷基化
锂(药物)
药物化学
硒
质子核磁共振
钠
硒化物
醇盐
产量(工程)
有机化学
材料科学
冶金
催化作用
内分泌学
医学
作者
Murilo B. M. de Mello,Giuliano C. Clososki,Leandro Piovan,Alfredo R. M. de Oliveira
标识
DOI:10.1016/j.jorganchem.2015.06.022
摘要
In this study we present an alternative method to obtain several substituted mono or bis-2-oxazolines containing a chalcogen atom as a tether element. Alkylation of 2-tosyloximethylene-2-oxazoline with an appropriate sodium, lithium or potassium alkoxide yielded the corresponding ether. Introduction of sulfur or selenium was easily accomplished using the corresponding sodium salts. The 77Se NMR for alkyl or aryl 2-methylene-2-oxazoline selenides shows good correlation with the electronegativity pattern of substituents. Most products containing oxazolinyl-chalcogen were stable under the usual experimental conditions. However, the tellurium derivatives showed unusual sensitivity to light and oxygen, decomposing through a very complex mechanistic pathway. As a result of this oxidative process, 4,4-dimethyl-2-oxazoline-2-carbaldehyde could be isolated and fully characterized for the first time, in 17% yield.
科研通智能强力驱动
Strongly Powered by AbleSci AI