Synthesis of Functionalized 3‐(1H‐Isochromen)‐chromones via Ag2O‐Catalyzed Cascade Cyclization Reaction of o‐Hydroxyarylenaminones with o‐Alkynylbenzaldehydes. Issue 24 (15th December 2022)

• Record Type: Journal Article
• Authors: Zhang, Mingshuai; Liu, Zhuoyuan; Chen, Longkun; Liu, Donghan; Sun, Yulin; Chai, Zhangmengjie; Chen, Xue‐Bing; Yu, Fuchao
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 24(2022)
• Page Start: 4440
• Page End: 4446
• Publication Date: 2022-12-15
• Subjects: 3-(1H-Isochromen)-chromones -- Chromones -- 1H-Isochromens -- o-Hydroxyarylenaminones -- o-Alkynylbenzaldehydes -- 6-Endo-dig cyclization -- Cascade cyclization reaction; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202201154
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A silver‐catalyzed protocol for the synthesis of 3‐(1 H ‐isochromen)‐chromones is described. The method involves an initial 6‐endo‐dig cyclization of o ‐alkynylbenzaldehydes and domino C−H alkylation and chromone annulation of the o ‐hydroxyarylenaminones, which enables the installation of 1 H ‐isochromen and chromone in a single structure. This synthetic strategy is advantageous for the excellent regioselectivity, step economy, concise one‐pot methodology, gram‐scale synthesis, as well as high bond‐forming efficiency. Abstract :