Palladium-catalyzed cascade carboesterification of norbornene with alkynes

被引:7
作者
Wu, Wanqing [1 ,2 ]
Li, Can [2 ]
Li, Jianxiao [2 ]
Jiang, Huanfeng [2 ]
机构
[1] South China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China
[2] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
METHYLENE-GAMMA-LACTONES; STEREOSELECTIVE-SYNTHESIS; IONIC LIQUIDS; ANNULATION; CYCLIZATION; ALKENES; ACCESS; DERIVATIVES; 1,6-ENYNES; CARBONYLATION;
D O I
10.1039/c8ob01799a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and convenient palladium-catalyzed cascade carboesterification of norbornenes (NBE) with alkynes has been accomplished to afford functionalized alpha-methylene gamma-lactone and tetrahydrofuran derivatives in good to excellent yields. This new strategy exhibits excellent atom- and step-economy, good functional group tolerance and broad substrate scope. In particular, NBE-palladium species was proposed to be the key intermediate in the catalytic cycle to suppress the beta-H elimination process. Notably, the developed protocol provides a straightforward and practical tool for the construction of diverse oxygen-containing heterocycle frameworks, illustrating a promising application in synthetic and pharmaceutical chemistry.
引用
收藏
页码:8495 / 8504
页数:10
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