Copper‐Catalyzed Carbonylative Cyclization of CO 2 : A Promising Approach for Synthesis of Flavone
Year: 2025
Type: article
Abstract: Flavones are an important class of building blocks for numerous biologically active molecules, pharmaceuticals, and natural products. Reductive carbonylation of CO 2 is a powerful method to provide high‐value heterocycles quickly. However, examples of transition metal‐catalyzed carbonylation to produce flavones using CO 2 are quite scarce, and the related copper‐catalyzed carbonylative cyclization of CO 2 is not reported. Here, a general procedure is developed for the copper‐catalyzed carbonylative C(sp 3 )‐H bond synthesis of flavone using CO 2 as the C1 source. Additionally, 13 C‐labeled flavones are successfully synthesized using [ 13 C]‐CO 2 , demonstrating significant inhibitor activity against MCF‐7 cells in antitumor assays. Mechanistic investigations suggest that the phenolic group accelerates CO 2 mass transfer by promoting nucleophilic addition to DBU‐CO 2 complexes, followed by selective intramolecular carbonylative cyclization.
Source: Advanced Science
Authors: Zijun Huang, Junyong Dong, Pengtao Liu, Yadi Yin, Bing Yi, Zhengjun Fang, Xiaolin Jiang, Yuehui Li
Language: English
Subfield: Process Chemistry and Technology
Field: Chemical Engineering
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $6,730
OpenAlex ID: W4407295706