Published July 31, 2018 | Version v1
Journal article Open

Pseudo-five-component condensation for the diversity-oriented synthesis of novel indoles and quinolines containing pseudo-peptides (tricarboxamides)

Authors/Creators

  • 1. Department of Chemistry, Faculty of Physics & Chemistry,, Alzahra University, Vanak, Tehran, Iran

Description

A novel series of indole and quinoline tricarboxamides were synthesized using simple and efficient one-pot pseudo-five-component reactions of 2-formylindole or 2-chloro-3-formyl quinolines, isocyanides, amines, and Meldrum’s acid as a CH-acid in CH2Cl2 at room temperature. This conversion has been achieved via the construction of new bonds including two C-C bonds, two C-N bonds, and one C=O bond. Remarkably, three peptide bonds were formed through a domino sequence including Knoevenagel reaction, [1+4] cycloaddition, deacetonation and also, aminolysis reaction. Particularly, a number of structurally remarkable and pharmacologically significant products were provided in excellent yields.

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