On the direct use of CO₂ in multicomponent reactions: introducing the Passerini four component reaction.

ABSTRACT: We introduce a novel isocyanide-based multicomponent reaction, the Passerini four component reaction (P-4CR), by replacing the carboxylic acid component of a conventional Passerini three component reaction (P-3CR) with an alcohol and CO₂. Key to this approach is the use of a switchable solvent system, allowing the synthesis of a variety of α-carbonate-amides. The reaction was first investigated and optimized using butanol, isobutyraldehyde, tert-butyl isocyanide and CO₂. Parameters investigated included the effect of reactant equivalents, reactant concentration, solvent, catalyst, catalyst concentration and CO₂ pressure. Of the other parameters, the purity of the aldehyde and its tendency to oxidize was one of the most critical parameters for a succe

SUBMITTER: Onwukamike KN 

PROVIDER: S-EPMC9085615 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature