One-Pot Synthesis of Multisubstituted 2‑Aminoquinolines from Annulation of 1‑Aryl Tetrazoles with Internal Alkynes via Double C–H Activation and Denitrogenation

An efficient, one-pot synthesis of multisubstituted 2-aminoquinolines from 1-aryl tetrazoles and internal alkynes has been developed. The reaction involves cyclization of 1-aryl tetrazoles with internal alkynes via rhodium(III)-catalyzed double C–H activation and copper(II)-mediated denitrogenation....

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Bibliographic Details
Published in:Journal of organic chemistry 2014-12, Vol.79 (23), p.11541-11548
Main Authors: Zhang, Lei, Zheng, Liyao, Guo, Biao, Hua, Ruimao
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Aminoquinolines - chemical synthesis
Aminoquinolines - chemistry
Catalysis
Copper - chemistry
Cyclization
Hydrogen Bonding
Oxidation-Reduction
Tetrazoles - chemistry
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Summary:An efficient, one-pot synthesis of multisubstituted 2-aminoquinolines from 1-aryl tetrazoles and internal alkynes has been developed. The reaction involves cyclization of 1-aryl tetrazoles with internal alkynes via rhodium(III)-catalyzed double C–H activation and copper(II)-mediated denitrogenation.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo502192b