On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives
Hongpeng Sun, Li Xiao, Wei Li, Qiong Xie*, Liming Shao*
*School of Pharmacy, Fudan University, 826 Zhangheng Road, Zhangjiang Hi-tech Park, Pudong, Shanghai 201203, P. R. of China, Email: limingshaofudan.edu.cn, qxiefudan.edu.cn
H. Sun, L. Xiao, W. Li, Q. Xie, L. Shao, Synthesis, 2017, 49, 4845-4852.
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Silver-catalyzed on-water intramolecular cyclization of acetylenic free amines affords 7-azaindoles or indoles in very good yields. Neither strong base/acid catalysts nor N-substituted substrates are required. Hydrogen bonds between water and the substrates play an important role in improving chemical reactivity and regioselectivity.
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