Rhodium-Catalyzed Direct C7 Alkynylation of Indolines

被引:36
|
作者
Jin, Ning [1 ]
Pan, Changduo [1 ]
Zhang, Honglin [1 ]
Xu, Pan [1 ]
Cheng, Yixiang [1 ]
Zhu, Chengjian [1 ,2 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
alkynylation; C-H activation; indolines; iodine; rhodium; H ALKYNYLATION; REGIOSELECTIVE SYNTHESIS; BOND FORMATION; ARENES; GOLD; TEMPERATURE; AMIDATION; INDOLES; ALKENES; EBX;
D O I
10.1002/adsc.201401007
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient rhodium(III)-catalyzed direct C7 alkynylation of indoline C-H bonds with the alkynylated hypervalent iodine reagents has been developed. This reaction proceeds smoothly under mild conditions over a wide structural scope with high site-selectivity and excellent functional-group tolerance. N-Acetyl as well as other N-acyls served as effective directing groups (DG). This procedure allows for the synthesis of a variety of 7-alkynyl-substituted indolines in good to excellent yield. More significantly, C7-alkynylated indoles through further transformations have been successfully accessed.
引用
收藏
页码:1149 / 1153
页数:5
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