Silver-Catalyzed C(sp2)-H Functionalization/C-O Cyclization Reaction at Room Temperature

被引:83
|
作者
Dai, Jian-Jun [1 ]
Xu, Wen-Tao [1 ]
Wu, Ya-Dong [1 ]
Zhang, Wen-Man [1 ]
Gong, Ying [1 ]
He, Xia-Ping [1 ]
Zhang, Xin-Qing [1 ]
Xu, Hua-Jian [1 ]
机构
[1] Hefei Univ Technol, Sch Med Engn, Hefei 230009, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 02期
基金
中国国家自然科学基金;
关键词
C-H OXYGENATION; CROSS-COUPLING REACTIONS; BOND FORMATION; EFFICIENT SYNTHESIS; CARBOXYLIC-ACIDS; BIARYL LACTONES; BENZOIC-ACIDS; ARYLATION; ALKYLATION; ROUTE;
D O I
10.1021/jo5024238
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Silver-catalyzed C(sp(2))-H functionalization/CO cyclization has been developed. The scalable reaction proceeds at room temperature in an open flask. The present method exhibits good functional-group compatibility because of the mild reaction conditions. Using a AgNO3 catalyst and a (NH4)(2)S2O8 oxidant in CH2Cl2/H2O solvent, various lactones are obtained in good to excellent yields. A kinetic isotope effect (KIE) study indicates that the reaction may occur via a radical process.
引用
收藏
页码:911 / 919
页数:9
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