Copper-Catalyzed Sequential Ullmann N-Arylation and Aerobic Oxidative C–H Amination: A Convenient Route to Indolo[1,2-c]quinazoline Derivatives

An efficient synthesis of indolo[1,2-c]quinazoline derivatives has been developed by copper-catalyzed sequential Ullmann N-arylation and aerobic oxidative C–H amination. The protocol uses readily available 2-(2-halophenyl)-1H-indoles and (aryl)methanamines as the starting materials to afford indolo[...

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Bibliographic Details
Published in:Organic letters 2012-08, Vol.14 (15), p.3894-3897
Main Authors: Sang, Peng, Xie, Yongju, Zou, Jianwei, Zhang, Yuhong
Format: Article
Language:English
Subjects:
Amination
Catalysis
Combinatorial Chemistry Techniques
Copper - chemistry
Indoles - chemical synthesis
Indoles - chemistry
Molecular Structure
Oxidation-Reduction
Quinazolines - chemical synthesis
Quinazolines - chemistry
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Summary:An efficient synthesis of indolo[1,2-c]quinazoline derivatives has been developed by copper-catalyzed sequential Ullmann N-arylation and aerobic oxidative C–H amination. The protocol uses readily available 2-(2-halophenyl)-1H-indoles and (aryl)methanamines as the starting materials to afford indolo[1,2-c]quinazolines, which are the core units of hinckdentine A.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol3016435