Synthesis, photooxygenation, and characterization of new angular furoquinolinone derivatives, a new furocoumarin bioisoster,Journal of the Chinese Chemical Society

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Synthesis, photooxygenation, and characterization of new angular furoquinolinone derivatives, a new furocoumarin bioisoster
Journal of the Chinese Chemical Society ( IF 1.6 ) Pub Date : 2021-01-22 , DOI: 10.1002/jccs.202000455
Sameh Elgogary _{1,

2} , Hoda Abd Elghafar ₂ , Mohammad Mashaly ₂

Affiliation

Synthesis of angular furoquinolinone derivatives with a new skeleton structure was accomplished via Williamson reaction of hydroxyquinolinones with α-haloketones, such as 3-chloro-2-butanone and phenacyl bromide, followed by treatment with polyphosphoric acid (PPA). The synthesized angular furoquinolinones were photooxygenated in chloroform or dimethyl formamide and in the presence of tetraphenylporphyrin (TPP) as a singlet oxygen sensitizer (¹O₂). The photooxygenation reactions furnished the photocleaved product through the [2 + 2] cycloaddition reaction. All photoproducts were isolated and fully characterized by spectral analyses.

中文翻译：

新的角状呋喃喹啉酮衍生物的合成、光氧化和表征，一种新的呋喃香豆素生物异构体

通过羟基喹啉酮与α-卤代酮（如3-氯-2-丁酮和苯甲酰溴）的威廉姆森反应，然后用多磷酸（PPA）处理，合成了具有新骨架结构的角状呋喃喹啉酮衍生物。合成的角状呋喃喹啉酮在氯仿或二甲基甲酰胺中进行光氧化，并在四苯基卟啉 (TPP) 作为单线态氧敏化剂 ( ¹ O ₂ )存在下进行光氧化。光氧化反应通过[2+2]环加成反应提供光裂解产物。所有光产品都被分离出来并通过光谱分析进行了充分表征。

更新日期：2021-01-22

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