Gold(I)-Catalyzed One-Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo-/Pyrido[2,1-b]benzo[d][1,3]oxazin- 1-ones

✍ Scribed by Yu Zhou; Yun Zhai; Xun Ji; Guannan Liu; Enguang Feng; Deju Ye; Linxiang Zhao; Hualiang Jiang; Hong Liu

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 224 KB
• Volume: 352
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200900724

✦ Synopsis

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N bonds and one CO 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.