Highly Regioselective and Chemoselective [3 + 3] Annulation of Enaminones with <i>ortho-</i>Fluoronitrobenzenenes: Divergent Synthesis of Aposafranones and Their <i>N</i>-Oxides
Xuebing Chen, Shun-Tao Huang, Jie Li, Qi Yang, Yang Li, Fuchao Yu
Abstract
A base-promoted unprecedented strategy for the regioselective and chemoselective divergent synthesis of highly functionalized aposafranones and their N-oxides has been developed from the [3 + 3] annulation of enaminones with o-fluoronitrobenzenenes. This novel synthetic strategy offers an alternative method for the construction of aposafranones and their N-oxides are meaningful in the fields of both biology and organic synthesis. The established protocol explores the annulation scope of enaminones, and it expands the application of nitro-based cyclization.
Topics & Concepts
AnnulationRegioselectivityChemistryCombinatorial chemistryScope (computer science)Divergent synthesisNitroOrganic chemistryCatalysisComputer scienceAlkylProgramming languageSynthesis and Characterization of PyrrolesOxidative Organic Chemistry ReactionsAsymmetric Synthesis and Catalysis