Oxidant and Transition-Metal-Free Photoinduced Direct Oxidative Annulation of 1-Aryl-2-(furan/thiophen-2-yl)butane-1,3-diones,The Journal of Organic Chemistry

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Oxidant and Transition-Metal-Free Photoinduced Direct Oxidative Annulation of 1-Aryl-2-(furan/thiophen-2-yl)butane-1,3-diones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2017-11-02 00:00:00 , DOI: 10.1021/acs.joc.7b01839
Jin Zhang ₁ , Xi Zhang ₁ , Tao Wang ₁ , Xinbo Yao ₁ , Pei Wang ₁ , Ping Wang ₁ , Sisi Jing ₁ , Yong Liang ₁ , Zunting Zhang ₁

Affiliation

A photoinduced direct oxidative annulation of 1-aryl-2-(furan/thiophen-2-yl)butane-1,3-diones and ethyl-2-(furan-2-yl)-3-oxo-3-(aryl-2-yl)propanoates in EtOH without the need for any transition metals and oxidants provided access to highly functionalized polyheterocyclic 1-(5-hydroxynaphtho[2,1-b]furan-4-yl)ethanones and 1-(5-hydroxyfuran/thieno/pyrrolo[3,2-e]benzofuran-4-yl)ethanones. The phenomenon of excited-state intramolecular proton transfer (ESIPT) was observed for both 1-(5-hydroxynaphtho[2,1-b]furan-4-yl)ethanone and 1-(5-hydroxy furan/thieno/pyrrolo[3,2-e]benzofuran-4-yl)ethanone analogues.

中文翻译：

1-芳基-2-（呋喃/噻吩-2-基）丁烷-1,3-二酮的氧化剂和无过渡金属的光诱导直接氧化态

1-芳基-2-（呋喃/噻吩-2-基）丁烷-1,3-二酮和乙基-2-（呋喃-2-基）-3-氧代-3-（芳基-不需要任何过渡金属和氧化剂的EtOH中的2-yl）丙酸酯，即可获得高度官能化的多杂环1-（5-羟基萘[2,1 - b ]呋喃-4-基）乙酮和1-（5-羟基呋喃/噻吩/吡咯并[3,2 - e ]苯并呋喃-4-基）乙酮。观察到1-（5-羟基萘[2,1- b ]呋喃-4-基）乙酮和1-（5-羟基呋喃/噻吩/吡咯并[3]的激发态分子内质子转移（ESIPT）现象。，2 - e ]苯并呋喃-4-基）乙酮类似物。

更新日期：2017-11-02

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