Iron-catalyzed intramolecular C-H amination for the synthesis of N-H carbazoles and indoles

被引:16
作者
Wang, Zheng-Lin [1 ]
Zhang, Yun-Hao [1 ]
Huang, Jun-Yu [1 ]
Zhou, Jian [1 ]
Yu, Ya-Qin [3 ]
Feng, Dexin [2 ]
Xu, Da-Zhen [1 ]
机构
[1] Nankai Univ, Coll Chem, Natl Engn Res Ctr Pesticide Tianjin, Tianjin 300071, Peoples R China
[2] Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Qingdao 266101, Peoples R China
[3] Tianjin Normal Univ, Key Lab Water Environm & Resources, Tianjin 300387, Peoples R China
关键词
UNUSUAL 1,2-ARYL MIGRATION; WACKER-TYPE CYCLIZATION; BOND-FORMATION; C(SP(2))-H AMINATION; PALLADIUM; OXIDATION; 2-ALKENYLANILINES; 2-VINYLANILINES; DERIVATIVES; ACTIVATION;
D O I
10.1039/d3gc00518f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The development of aerobic oxidative C-H/N-H cross-coupling catalyzed by the first-row transition metals is attractive yet challenging. Here, the first iron-catalyzed intramolecular cross-dehydrogenative coupling for the synthesis of carbazoles and indoles using air as the oxidant is reported. The general and efficient protocol allows for C-N bond formation under green conditions with excellent functional group compatibility, delivering a wide range of N-H carbazoles and indoles in good yields. Impressively, all carbazoles are prepared from 2-cyclohexenyl aminoarenes with the loss of 6Hs via a C-H amination and aromatization process. Furthermore, it also works for C-O bond formation.
引用
收藏
页码:4463 / 4468
页数:6
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