Abstract

The report describes the synthesis of a series of new imidazolinones-2, imidazole-2-thiones, and 1,3-oxazoles based on the interaction of 1-bromo ketones containing a diterpene fragment with urea and thiourea. It is shown that the direction of the reaction and the yields of the products depend on the nature of the initial substrates and the conditions of the reaction. For instance, boiling bromides with ureas or thiourea in ethyl alcohol in the presence of sodium carbonate leads to nucleophilic substitution, forming diterpene-substituted ureas. Performing the same reaction in ethylene glycol at a temperature of 200–250°C in the presence of potassium hydroxide results in the formation of imidazolin-2-ones or -thiones containing the diterpene fragment at the 4-position with high yields.

中文翻译：

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含有二萜片段的2-苯基-1,3-恶唑、2-咪唑啉酮和2-咪唑啉硫酮的合成

摘要

该报告描述了基于含有二萜片段的1-溴酮与尿素和硫脲的相互作用，合成了一系列新的咪唑啉酮-2、咪唑-2-硫酮和1,3-恶唑。结果表明，反应方向和产物产率取决于初始底物的性质和反应条件。例如，在碳酸钠存在下，将溴化物与脲或硫脲在乙醇中煮沸会导致亲核取代，形成二萜取代的脲。在氢氧化钾存在下，在 200–250°C 的温度下，在乙二醇中进行相同的反应，可高产率地形成含有 4 位二萜片段的咪唑啉-2-酮或-硫酮。