A Au(i)-catalyzed hydrogen bond-directed tandem strategy to synthesize indeno-chromen-4-one and indeno-quinolin-4-one derivatives

Chongguo Jiang; Zhiling Xiong; Shengfei Jin; Peng Gao; Yingzhan Tang; Yanshi Wang; Chuan Du; Xiaoyu Wang; Yang Liu; Bin Lin; Yongxiang Liu; Maosheng Cheng

doi:10.1039/c6cc05391b

A Au(i)-catalyzed hydrogen bond-directed tandem strategy to synthesize indeno-chromen-4-one and indeno-quinolin-4-one derivatives

Chem Commun (Camb). 2016 Oct 4;52(77):11516-9. doi: 10.1039/c6cc05391b. Epub 2016 Aug 22.

Authors

Chongguo Jiang¹, Zhiling Xiong, Shengfei Jin, Peng Gao, Yingzhan Tang, Yanshi Wang, Chuan Du, Xiaoyu Wang, Yang Liu, Bin Lin, Yongxiang Liu, Maosheng Cheng

Affiliation

¹ Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University), Ministry of Education, Shenyang 110016, P. R. China. yongxiang.liu@syphu.edu.cn mscheng@syphu.edu.cn.

PMID: 27545584
DOI: 10.1039/c6cc05391b

Abstract

A gold-catalyzed hydrogen bond-directed tandem cyclization strategy to synthesize indeno-chromen-4-one and indeno-quinolin-4-one derivatives has been developed. The hydrogen bond existing between the hydroxyl group (or the amide group) and the carbonyl group played an essential role in controlling the selectivity, which was confirmed by both experimental and theoretical evidence.