Studies in the Pyrroline Series: Iii. Some Pyrrolinylpyrroles and Related Compounds

Abstract

The latter approach now has been investigated further, with particular attention being paid to the dehydrogenation of the resulting 3,2-pyrrolidinylpyrrole under various conditions. The addition reaction itself was examined a t the outset since it appeared likely t h a t the addition of a further pyrroline nucleus to the pyrrolidinylpyrrole might occur. In the case of 1-pyrroline itself the 1: 1 adduct is the only isolated product, and this is not surprising in view of the ready trimerization of 1-pyrroline, a process which could effectively limit the concentration of the monoiner. 3,s-Dimethyl-1-pyrroline, which does not trimerize so

Electrophilic Substitution of the Pyrrole Ring

“…It is claimed that (E22) and (E23) are formed by the addition of pyrrole with 5,5-alkyl-A 1pyrrolines, (165) whereas 2-methoxy-A 1 -pyrroline reacts with pyrrole, with the loss of methanol, to give the 2-(l-pyrryl)-A 1 -pyrroline (E24), which isomerizes thermally to the 2-(2-pyrryl) isomer (E25). Conflicting reports have been made for the reaction of pyrrole with A^pyrrolines.…”