Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C-C bond activation

被引:55
作者
Wen, Si [1 ]
Lv, Weiwei [1 ]
Ba, Dan [1 ]
Liu, Jing [1 ]
Cheng, Guolin [1 ]
机构
[1] Huaqiao Univ, Coll Mat Sci & Engn, Xiamen 361021, Fujian, Peoples R China
关键词
CARBON-CARBON BOND; REGIOSPECIFIC SYNTHESIS; POLYSUBSTITUTED FURANS; ARYL KETONES; H BONDS; CLEAVAGE; CATALYSIS; INSERTION; PYRROLES; FUNCTIONALIZATION;
D O I
10.1039/c9sc03245b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first successful example of deacylative annulation of 1,3-diones with sulfoxonium ylides was achieved through Ru(ii)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl and alkenyl substituted furans, which are valuable units in many biologically active compounds and functional materials. A preliminary mechanistic study reveals that this process involves a deacylative alpha-ruthenation to generate key alkyl Ru(ii) intermediates with the release of a benzoic acid fragment.
引用
收藏
页码:9104 / 9108
页数:5
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