Pseudo-Five-Component Condensation for the Diversity-Oriented Synthesis of Novel Indoles and Quinolines Containing Pseudo-Peptides (Tricarboxamides)

A novel series of indole and quinoline tricarboxamides were synthesized using simple and efficient one-pot pseudo-five-component reactions of ۲-formylindole or ۲-chloro-۳-formyl quinolines, isocyanides, amines, and Meldrum’s acid as a CH-acid in CH۲Cl۲ 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, [۱+۴] cycloaddition, deacetonation and also, aminolysis reaction. Particularly, a number of structurally remarkable and pharmacologically significant products were provided in excellent yields.

کلیدواژه ها:

۲-formylindole ، ۲-chloro-۳-formyl quinolone ، isocyanides ، Meldrum’s acid ، multicomponent reaction ، tricarboxamide