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Organic Brønsted acid-catalyzed cycloadditions of o-quinone methides with 1, 3-dicarbonlys: Facile access to xanthenones and chromanones
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2021-06-08 , DOI: 10.1002/jhet.4323
Priyadarshini Thoppe Sivakumar 1, 2 , Sharathna Puthiyaparambath 1, 2 , Sanjay Suresh Varma 1 , Sasikumar Parameswaran 1 , Radhakrishnan Kokkuvayil Vasu 1
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The in-situ generation of o-quinone methides and their inverse-electron-demand Diels–Alder reaction in the presence of pentacarboxycyclopentadiene—an organic Brønsted acid—has been reported. The synthesis of xanthenones and chromanones in good to excellent yields from the [4 + 2] cycloaddition of quinone methides with 1, 3-dicarbonyls and Meldrum's acid has been accomplished. The development of this method helps in generating a number of biologically potent heterocycles with medicinal applications.

中文翻译:

有机布朗斯台德酸催化邻醌甲基化物与 1, 3-二羰基化合物的环加成反应:轻松获得呫吨酮和色满酮

已经报道了在五羧基环戊二烯(一种有机布朗斯台德酸)存在下原位生成醌甲基化物及其逆电子需求 Diels-Alder 反应。已经完成了由醌甲基化物与 1, 3-二羰基和 Meldrum 酸的 [4 + 2] 环加成反应,以良好到极好的收率合成了呫吨酮和色满酮。这种方法的发展有助于产生许多具有药用价值的生物有效杂环。
更新日期:2021-06-08
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