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†

Chongguo Jiang,^ab Zhiling Xiong,^ab Shengfei Jin,^ab Peng Gao,^ab Yingzhan Tang,^ab Yanshi Wang,^ab Chuan Du,^ab Xiaoyu Wang,^ab Yang Liu,^a Bin Lin,^ab Yongxiang Liu*^ab and Maosheng Cheng*^ab

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* Corresponding authors

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

^b Institute of Drug Research in Medicine Capital of China, Benxi, P. R. China

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.

Chemical Communications

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

Abstract

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

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