A Rearrangement of 4-Phenylbenzo[d]oxazoles to Phenanthridin-4-ols

Synthesis DOI: 10.1055/a-2193-5593 A new approach was developed for the synthesis of phenanthridin-4-ols and 4-hydroxyphenanthridin-6(5H)-one derivatives in 43–89% yields based on the AlCl3-mediated rearrangement of available 4-phenylbenzo[d]oxazoles and 4-phenyl-1,3-benzoxazol-2(3H)-one. The quantum chemical calculations were used to describe the mechanism and predict the thermodynamic parameters of the reaction under study. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text

Source: Synthesis - November 22, 2023 Category: Chemistry Authors: Shatsauskas, Anton L. Keyn, Ekaterina S. Stasyuk, Anton J. Kirnosov, Sergey A. Shuvalov, Vladislav Yu. Kostyuchenko, Anastasia S. Fisyuk, Alexander S. Tags: paper Source Type: research