Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition

Arunan Palanimuthu; Chinpiao Chen; Gene-Hsian Lee

doi:10.1039/D0RA01264E

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition†

Arunan Palanimuthu,

^b Chinpiao Chen

*^ab and Gene-Hsian Lee^c

Author affiliations

* Corresponding authors

^a Department of Nursing, Tzu Chi University of Science and Technology, Hualien 970, Taiwan
E-mail: chinpiao@ems.tcust.edu.tw
Fax: +886 3 856 1097
Tel: +886 3 857 2158 ext. 2624

^b Department of Chemistry, National Dong Hwa University, Soufeng, Hualien 974, Taiwan

^c Instrumentation Center, College of Science, National Taiwan University, Taipei 106, Taiwan

Abstract

A three-component cascade reaction involving 2-alkenyl aniline, aldehydes, and ethyl cyanoacetate in the presence of DBU to synthesize highly substituted 1,2,3,4-tetrahydroquinolines is reported. The reaction proceeded through the Knoevenagel condensation of ethyl cyanoacetate with aldehydes followed by the aza-Michael–Michael addition with 2-alkenyl anilines to prepare the tetrahydroquinoline scaffolds.

This article is part of the themed collection: 2020 RSC Advances HOT Article Collection

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/D0RA01264E
Article type: Paper
Submitted: 10 фев 2020
Accepted: 26 мар 2020
First published: 03 апр 2020
This article is Open Access

Download Citation

RSC Adv., 2020,10, 13591-13600

Permissions

Request permissions

Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition

A. Palanimuthu, C. Chen and G. Lee, RSC Adv., 2020, 10, 13591 DOI: 10.1039/D0RA01264E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Social activity

Fetching data from CrossRef.
This may take some time to load.

RSC Advances

Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition

Social activity

Search articles by author

Spotlight

Advertisements