Issue 23, 2020

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
10 feb 2020
Accepted
26 mar 2020
First published
03 apr 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 13591-13600

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.

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