Alkynylphosphonation of Unactivated Olefins via Radical-Triggered 1,2-Alkynyl Migration

被引：9
|
作者：
Zhang, Ping [1 ]
Shi, Haonan [2 ]
Zhang, Tianshu [1 ]
Cai, Peijun [1 ]
Jiang, Bo [2 ]
Tu, Shujiang [2 ]
机构：
[1] China Univ Min & Technol, Sch Chem Engn & Technol, Xuzhou 221116, Jiangsu, Peoples R China
[2] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 40卷 / 02期
关键词：
1,4-enynes; alkynylphosphonation; gamma-ketophosphine oxides; alkynyl migration; radical chemistry; CATALYTIC HYDROTRIFLUOROMETHYLATION; VICINAL DIFUNCTIONALIZATION; ALKENES; FUNCTIONALIZATION; TRIFLUOROMETHYLATION; ALKYNYLATION; STYRENES; OXIDES;
D O I：
10.6023/cjoc201909007
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A silver-mediated alkynylphosphonation of 1,4-enynes with diarylphosphine oxides has been developed, by which a wide range of gamma-ketophosphine oxides with moderate to good yields were synthesized through radical 1,2-alkynyl migration. The transformation proceeded with sequential P-centered radical addition to vinyl unit, 3-exo-dig cyclization and 1,2-alkynyl migration, resulting in the bond-forming events including C-P and C-C bonds to realize difunctionalization of unactivated olefins.
引用
收藏
页码：423 / 431
页数：9
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