One-Pot Approach to 1,2-Disubstituted Indoles via Cu(II)-Catalyzed Coupling/Cyclization under Aerobic Conditions and Its Application for the Synthesis of Polycyclic Indoles

被引:69
作者
Gao, Jilong [1 ]
Shao, Yingying [1 ]
Zhu, Jiaoyan [1 ]
Zhu, Jiaqi [1 ]
Mao, Hui [1 ]
Wang, Xiaoxia [1 ]
Lv, Xin [1 ]
机构
[1] Zhejiang Normal Univ, Coll Chem & Life Sci, Dept Chem, Jinhua 321004, Peoples R China
基金
中国国家自然科学基金;
关键词
EFFICIENT SYNTHESIS; COUPLING REACTIONS; INTRAMOLECULAR CYCLIZATION; CATALYZED REACTIONS; MODULAR SYNTHESIS; FACILE SYNTHESIS; RING SYNTHESIS; N-ARYLATION; DERIVATIVES; INHIBITORS;
D O I
10.1021/jo501250u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward assembly of 1,2-disubstituted indoles has been developed through a Cu(II)-catalyzed domino coupling/cyclization process. Under aerobic conditions, a wide range of 1,2-disubstituted indole derivatives were efficiently and facilely synthesized from 2-alkynylanilines and boronic acids. 2-(2-Bromoaryl)-1-aryl-1H-indoles, which were selectively generated in one pot under the Cu catalysis, afforded the indolo[1,2-f]phenanthridines via Pd-catalyzed intramolecular direct C(sp(2))-H arylation. The one-pot tandem approaches to the polycyclic indole derivatives were also successfully achieved.
引用
收藏
页码:9000 / 9008
页数:9
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