Regioselective Synthesis of Fully Substituted Fused Pyrroles through an Oxidant-Free Multicomponent Reaction

The synthesis of fully substituted fused pyrroles through a multicomponent reaction between a thioamide, an aldehyde, and ammonium acetate is described. This process improves on a route commonly employed in the patent literature by avoiding the use of potentially hazardous oxidants, which cause the formation of side products and require a stringent process of derisking to be utilized on scale. The reaction proceeds under mild conditions, displays excellent functional group tolerance, and facilitates diversification through multiple vectors.

Automated summary

The synthesis of fully substituted fused pyrroles through a multicomponent reaction between a thioamide, an aldehyde, and ammonium acetate is reported. This process offers advantages over a frequently used route in patent literature by eliminating the need for potentially hazardous oxidants that lead to the formation of side products and require a stringent derisking process for large-scale applications. The reaction proceeds under mild conditions, exhibits excellent tolerance towards functional groups, and enables diversification through multiple pathways.