One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl2

doi:10.6023/cjoc201805024

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 566-570.DOI: 10.6023/cjoc201805024 Previous Articles Next Articles

Notes

CuCl₂催化“一锅法”合成2-苄基-3,4-二氢异喹啉-1-酮类衍生物

付超, 樊彦霞, 孙启辉, 易维银, 易封萍

上海应用技术大学香料香精技术与工程上海 201418

收稿日期:2018-05-10 修回日期:2018-07-24 发布日期:2018-09-05
通讯作者: 易封萍 E-mail:yifengping@sit.edu.cn

One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl₂

Fu Chao, Fan Yanxia, Sun Qihui, Yi Weiyin, Yi Fengping

School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai 201418

Received:2018-05-10 Revised:2018-07-24 Published:2018-09-05
Contact: 10.6023/cjoc201805024 E-mail:yifengping@sit.edu.cn

1. One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl₂.PDF(1799KB)

Abstract

An facile, effective, copper-catalyzed one-pot approach to 2-benzyl-3,4-dihydroquinolin-1-ones has been successfully developed. The compounds were achieved by the reaction of tetrahydroisoquinoline, benzyl azide and benzaldehyde in one-pot fashion via nucleophilic addition reaction followed by oxidation. The desired products were afforded in the high yield of 50%~70%. Moreover, The effects of different catalyst, additives, reaction temperature and proportion of substrates on the reaction were also investigated. The results showed that the optimizing conditions of reaction were CuCl₂ as catalyst, CH₃COOH as additive and toluene as solvent. A series of 2-benzyl-3, 4-dihydro-2H-isoquinolin-1-ones can be efficiently obtained under the optimizing conditions.

Key words: CuCl₂, one-pot, 2-benzyl-3,4-dihydro-2H-isoquinolin-1-ones

Cite this article

Fu Chao, Fan Yanxia, Sun Qihui, Yi Weiyin, Yi Fengping. One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl₂[J]. Chin. J. Org. Chem., 2019, 39(2): 566-570.

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CuCl₂催化“一锅法”合成2-苄基-3,4-二氢异喹啉-1-酮类衍生物

One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl₂

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CuCl2催化“一锅法”合成2-苄基-3,4-二氢异喹啉-1-酮类衍生物