Synthesis of N-alkyl pyrroles via decarboxylation/dehydration in neutral ionic liquid under catalyst-free conditions

Abstract

A general route to N-alkyl pyrroles by reacting aromatic, heteroaromatic or aliphatic aldehydes with 4-hydroxyproline in ionic liquid under neutral condition was developed. The ionic liquid can be readily recovered and reused for up to 5 reaction cycles without any effect on the yield of the product formed. The utility of the protocol for the one-pot synthesis of 9H-benzo[e]pyrrolo[2,1-b][1,3]oxazines is also presented.