铑(Ⅲ)催化N-磺酰基2-甲酰苯胺与烯烃环化制备(2H)喹啉

doi:10.1016/S1872-2067(14)60160-1

催化学报 ›› 2014, Vol. 35 ›› Issue (11): 1840-1845.DOI: 10.1016/S1872-2067(14)60160-1

铑(Ⅲ)催化N-磺酰基2-甲酰苯胺与烯烃环化制备(2H)喹啉

张亦猛^a,b, 张涛^b,c, 詹豪强^a, 李兴伟^b

a 西华师范大学化学化工学院, 四川省化学合成与污染控制重点实验室, 四川南充637009;
b 中国科学院大连化学物理研究所, 辽宁大连116023;
c 中南民族大学化学与材料学院, 湖北武汉430074

收稿日期:2014-04-28 修回日期:2014-05-23 出版日期:2014-11-06 发布日期:2014-11-06
通讯作者: 詹豪强,李兴伟
基金资助:
国家自然科学基金(21272231).

Rh(Ⅲ)-catalyzed synthesis of (dihydro)quinolines via the annulation of N-sulfonyl 2-aminobenzaldehydes with olefins

Yimeng Zhang^a,b, Tao Zhang^b,c, Haoqiang Zhan^a, Xingwei Li^b

a Chemical Synthesis and pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637009, Sichuan, China;
b Dalian Institute of Chemical Physics, Chinese Academy of Science, Dalian 116023, Liaoning, China;
c College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, Hubei, China

Received:2014-04-28 Revised:2014-05-23 Online:2014-11-06 Published:2014-11-06
Supported by:
This work was supported by the National Natural Science Foundation of China (21272231).

摘要/Abstract

摘要：

开发了一种用铑(Ⅲ)催化的N-磺酰基2-氨基苯甲醛与烯烃环化生成喹啉衍生物的方法, 得到较高产率的喹啉衍生物, 并且在反应条件下, 反应具有较好的官能团兼容性. 这是首次运用铑(Ⅲ)作为催化剂合成烷基1-磺酰基-1,2-二氢喹啉-3-羧酸酯. 该催化体系表现较好的催化性且反应操作较为简单.

关键词: 三价铑, 氮-磺酰基2-氨基苯甲醛, 烯烃, 喹啉衍生物

Abstract:

We developed a new synthetic method for the production of 1,2-dihydroquinolines and quinolines via the Rh(Ⅲ)-catalyzed annulation of N-sulfonyl 2-aminobenzaldehydes with olefins. Various functionalities were found to be compatible under the operationally simple conditions. This study provides the first example of a Rh(Ⅲ)-catalyzed synthesis of 1,2-dihydroquinolines.

Key words: Rhodium(Ⅲ), N-sulfonyl 2-aminobenzaldehyde, Olefin, Quinoline

张亦猛, 张涛, 詹豪强, 李兴伟. 铑(Ⅲ)催化N-磺酰基2-甲酰苯胺与烯烃环化制备(2H)喹啉[J]. 催化学报, 2014, 35(11): 1840-1845.

Yimeng Zhang, Tao Zhang, Haoqiang Zhan, Xingwei Li . Rh(Ⅲ)-catalyzed synthesis of (dihydro)quinolines via the annulation of N-sulfonyl 2-aminobenzaldehydes with olefins[J]. Chinese Journal of Catalysis, 2014, 35(11): 1840-1845.

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铑(Ⅲ)催化N-磺酰基2-甲酰苯胺与烯烃环化制备(2H)喹啉

Rh(Ⅲ)-catalyzed synthesis of (dihydro)quinolines via the annulation of N-sulfonyl 2-aminobenzaldehydes with olefins

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