Isocyanide multicomponent coupling reaction

As more isocyanides became available, Ivor Ugi began working on 4CR s with isocyanides, introducing his first isocyanide multicomponent coupling reaction (IMCR) in 1959 [19]. The four components of Ugi s reaction (Scheme 7.4) are aldehydes 9a,... 

Banfi L, Basso A, Riva R (2010) Coupling isocyanide-based multicomponent reactions with ahphatic or acyl nucleophilic substitution processes. Synlett 23-41... 

A range of multicomponent processes have been reported including an acid-free Ugi reaction for the synthesis of 5H-benzo[e][l,4]diazepines (14SL1680), an interesting post-Ugi copper-catalyzed intramolecular UUmaim coupling approach for the synthesis of 4H-benzo[/]imidazo[l,4]diazepin-6-ones (14TL2070) and a reaction between aromatic 1,2-diamines, Meldrum s acid, an isocyanide, and an arylidene malononitrile for the preparation of l,2,4,5-tetrahydro-2,4-dioxobenzo[l)][l,4]diazepines (14T9512). 

IL-supported one-pot multicomponent reaction for the construction of bi-heterocyclic-fused pyrrolo[l,2-a]benz-imidazoles 114 under microwave irradiation were reported by Sxm and coworkers (Scheme 12) [47]. The IL-anchored diamines 97 were coupled with cyanoacetic acid followed by cyclodehydration to generate key intermediate 2-sub-stituted benzimidazoles 113. IL-supported 113 reacted with aldehyde and isocyanide through Knoevenagel condensation followed by [4 +1] cycloaddition in one-pot affording pyrrolo[l,2-fl]benzimidazole 114. Remarkably, this is the first time applied IL support and isocyanide-based multicomponent react for the synthesis of fused tricyclic heterocycles under microwave irradiation. 

Considering the practical importance of isocyanide-free MCRs, metal-catalyzed multicomponent reactions (MC-MCRs) are ideal candidates for polymer synthesis. Among the growing number of MC-MCRs, the three-component reaction between amines, aldehydes, and acetylenes (A -coupling) should be addressed. A -coupling... 

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