Abstract

Various diaryl/hetaryl representatives of penta-1,4-dien-3-one series attract the attention of synthetic chemists during several decades owing to the possibility of their consequent chemical modification resulted in obtaining compounds of potential interest to materials science. In addition to their synthetic importance, title diarylideneacetones can be applied directly as medical drugs, such as antioxidants and anti-inflammatory agents. In this communication, we report the synthesis of a series of new asymmetric thiazole cycle containing diarylideneacetones, which further demonstrated high regioselectivity in their reaction with hydrazine. To clarify this feature, quantum-chemical modeling of the cyclization process was conducted.

摘要

戊-1,4-二烯-3-酮系列的各种二芳基/杂芳基代表在几十年间吸引了合成化学家的注意力，这是由于其随后的化学修饰可能导致获得材料科学潜在关注的化合物。除了其合成重要性外，标题二芳基丙酮也可以直接用作药物，例如抗氧化剂和消炎药。在本交流中，我们报道了一系列新的不对称噻唑环的合成，这些环包括二芳基丙酮，进一步证明了它们与肼的反应具有很高的区域选择性。为了阐明该特征，进行了环化过程的量子化学建模。