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Synthesis of Functionalized 3-(1H-Isochromen)-chromones via Ag2O-Catalyzed Cascade Cyclization Reaction of o-Hydroxyarylenaminones with o-Alkynylbenzaldehydes
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2022-12-01 , DOI: 10.1002/adsc.202201154
Mingshuai Zhang 1 , Zhuoyuan Liu 1 , Longkun Chen 1 , Donghan Liu 1 , Yulin Sun 1 , Zhangmengjie Chai 1 , Xue-Bing Chen 2 , Fuchao Yu 1
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A silver-catalyzed protocol for the synthesis of 3-(1H-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 1H-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.

中文翻译:

Ag2O 催化邻羟基芳基氨基酮与邻炔基苯甲醛的级联环化反应合成功能化 3-(1H-异色烯)-色酮

描述了用于合成 3-(1 H- isochrome)-chromones 的银催化协议。该方法涉及邻炔基苯甲醛的初始 6-内切环化和多米诺 C-H 烷基化以及羟基芳基氨基酮的色酮环化,这使得 1 H-等色烯和色酮能够安装在单一结构中。该合成策略具有出色的区域选择性、步骤经济性、简洁的一锅法、克级合成以及高成键效率等优点。
更新日期:2022-12-01
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