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Communication
Gold(I)-Catalyzed One-Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo-/Pyrido[2,1-b]benzo[d][1,3]oxazin- 1-ones
Article first published online: 9 FEB 2010
DOI: 10.1002/adsc.200900724
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Zhou, Y., Zhai, Y., Ji, X., Liu, G., Feng, E., Ye, D., Zhao, L., Jiang, H. and Liu, H. (2010), Gold(I)-Catalyzed One-Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo-/Pyrido[2,1-b]benzo[d][1,3]oxazin- 1-ones. Adv. Synth. Catal., 352: 373–378. doi: 10.1002/adsc.200900724
Publication History
- Issue published online: 17 FEB 2010
- Article first published online: 9 FEB 2010
- Manuscript Revised: 18 NOV 2009
- Manuscript Received: 18 OCT 2009
Funded by
- National Natural Science Foundation of China. Grant Numbers: 20721003, 20872153
- National S&T Major Project. Grant Numbers: 2009ZX09301-001, 2009ZX09501-001
- 863 Hi-Tech Program of China. Grant Numbers: 2006AA020602, 2006AA10A201
- Shanghai Postdoctoral Science Foundation. Grant Number: 09R21418000
Keywords:
- alkynes;
- gold;
- pyrrolo-/pyrido[2,1-b]benzo[d][1,3]oxazin-1-ones;
- tandem reactions
Abstract
A highly efficient method has been developed for the one-pot synthesis of multi-ring heterocyclic compounds such as pyrrolo-/pyrido[2,1-b]benzo[d][1,3]oxazin-1-ones from o-aminobenzyl alcohols via a gold(I)-catalyzed tandem coupling/cyclization reaction. Significantly, the strategy presents a straightforward and efficient approach to construct novel tricyclic or polycyclic molecular architectures in which two new C![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
N bonds and one CO bond are formed in a one-pot reaction operation from two simple starting materials. Moreover, a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields.