Au-Catalyzed Addition of Nucleophiles to Chloroalkynes: A Regio- and Stereoselective Synthesis of (Z)-Alkenyl Chlorides

被引:15
作者
Liu, Congrong [1 ]
Xue, Yunbo [1 ]
Ding, Lianghui [1 ]
Zhang, Haiyun [1 ]
Yang, Fulai [2 ]
机构
[1] Nanjing Inst Technol, Sch Environm Engn, 1 Hongjingdadao, Nanjing 211167, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Dept State Key Lab Nat Med, Dept Organ Chem, Nanjing 210009, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Alkenyl chlorides; Alkynes; Nucleophiles; Gold; Homogeneous catalysis; Addition reactions; CROSS-COUPLING REACTIONS; ONE-STEP SYNTHESIS; BORONIC ACIDS; TRISUBSTITUTED ALKENES; YNOL ETHERS; ALKYNES; HALOALKYNES; ACCESS; ALKYNYLATION; DERIVATIVES;
D O I
10.1002/ejoc.201801222
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented protocol has been developed for the regio- and stereoselective synthesis of (Z)-alkenyl chlorides via the gold-catalyzed addition of nucleophiles to chloroalkynes. In the presence of 1 mol-% BrettPhosAuCl, a broad range of nucleophiles smoothly react with aromatic, vinylic, or aliphatic chloroalkynes to afford various functionalized (Z)-alkenyl chlorides with high to excellent yields and extremely high stereoselectivity.
引用
收藏
页码:6537 / 6540
页数:4
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