Unusual conditions for cine-substitution in the pyrrole ring: isolation of a pyrroline as an intermediate
Abstract
1-Methyl-3,4-dinitropyrrole (1) reacts with methoxide in methanol to yield a 2-pyrroline (2); the regiospecific acid-promoted decomposition of (2) yields 2-methoxy-1-methyl-4-nitropyrrole (3) formally the product of cine-substitution of (1).