1,4-Dichloro-1,4-dimethoxybutane as a Mild Reagent for the Conversion of Primary Amines to Pyrroles. Synthesis of a Pyrrole Compound from Tobacco

Article abstract of DOI:10.1021/jo00166a025

1,4-dichloro-1,4-dimethoxybutane (2) reacts with primary amines, amino esters, and amino acids to give the corresponding N-substituted pyrroles.The synthesis of compound 9, a compound found in flue-cured tobacco, is described.