Gold(I)-Catalyzed Cascade Approach for the Synthesis of Tryptamine-Based Polycyclic Privileged Scaffolds as 伪1-Adrenergic Receptor Antagonists

详细信息    查看全文

• 作者：Zeng Li ; Jing Li ; Nan Yang ; Ying Chen ; Yu Zhou ; Xun Ji ; Lei Zhang ; Jinfang Wang ; Xin Xie ; Hong Liu
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：November 1, 2013
• 年：2013
• 卷：78
• 期：21
• 页码：10802-10811
• 全文大小：390K
• 年卷期：v.78,no.21(November 1, 2013)
• ISSN：1520-6904

文摘

An efficient and facile gold(I)-catalyzed one-pot cascade protocol has been developed for the synthesis of tryptamine-fused polycyclic privileged structures through the treatment of substituted tryptamines and 2-ethynylbenzoic acids or 2-ethynylphenylacetic acids. This strategy features the formation of one C鈥揅 bond and two C鈥揘 bonds with high yields and broad substrate tolerance. The selected reduced target molecules are validated to perform as 伪₁-adrenergic receptors antagonists. The most potent one, 4bh, exhibits an IC₅₀ value of 277 nM on 伪_1A subtype with a selectivity ratio of 15.8 over 伪_1B subtype.