Copper-mediated construction of benzothieno[3,2-b]benzofurans by intramolecular dehydrogenative C-O coupling reaction

被引:10
作者
Ai, Liankun [1 ]
Ajibola, Ibrahim Yusuf [1 ]
Li, Baolin [1 ]
机构
[1] Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
FIELD-EFFECT TRANSISTORS; FLASH VACUUM PYROLYSIS; ORGANIC SEMICONDUCTORS; CYCLIZATION; DIBENZOFURANS; ARYLPHENOLS; DERIVATIVES; TRANSPORT; DESIGN;
D O I
10.1039/d1ra06985c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient method to synthesize benzothieno[3,2-b]benzofurans via intramolecular dehydrogenative C-H/O-H coupling has been developed. Good to excellent yields (64-91%) could be obtained no matter if the substituted group is electron-donating or electron-withdrawing. Notably, three-to-six fused ring thienofuran compounds could be constructed using this method. A reaction mechanism study showed that 1,1-diphenylethylene can completely inhibit the reaction. Therefore, it is a radical pathway initiated by single electron transfer between the hydroxyl of the substrate and the copper catalyst.
引用
收藏
页码:36305 / 36309
页数:5
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