3-(1H-Indol-3-yl)-4-(morpholin-4-yl)cyclobut-3-ene-1,2-dione

Franziska Maiwald,Peter G Jones,Johann Grünefeld,Marina Böttcher,Armin Schniers,Marc Karwehl,Carmen Stanke,Mahmoud Aref

doi:10.3390/m758

Abstract

3-(1H-Indol-3-yl)-4-(morpholin-4-yl)cyclobut-3-ene-1,2-dione was obtained in good yields (72–82%) by nucleophilic substitution of 3-chloro-4-(1H-indol-3-yl)cyclobut-3-ene-1,2-dione with morpholine.

Highlights

A number of studies report novel bioactive compounds comprising a combination of the indole core with less common motifs such as 2,5diazabicyclo[2.2.1]heptanes [3], benzazepinones [4,5,6], epoxides [7], and aroylhydrazides [8]
A survey of the literature revealed only a single study describing the synthesis of indolylsquarylamides [13]
We here report the preparation of the title compound as the first example of an indolylsquarylamide unsubstituted at the indole nitrogen

Summary

Introduction

Institut für Medizinische und Pharmazeutische Chemie, Technische Universität Braunschweig, Beethovenstraße 55, 38106 Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 The indole ring system is a widespread structural motif in a variety of biologically active species [1]. A number of studies report novel bioactive compounds comprising a combination of the indole core with less common motifs such as 2,5diazabicyclo[2.2.1]heptanes [3], benzazepinones [4,5,6], epoxides [7], and aroylhydrazides [8].

Results

Conclusion