Je. Macor et al., A DIRECT SYNTHESIS OF 3-(PYRROLIDIN-3-YL)INDOLES FOR USE AS CONFORMATIONALLY RESTRICTED ANALOGS OF TRYPTAMINES, Synthesis, (4), 1997, pp. 443
An efficient, two step synthesis of 3-(pyrrolidin-3-yl)indoles 4 is de
scribed. indoles react with maleimides in refluxing acetic acid afford
ing 3-(indol-3-yl)succinimides 6. Reaction times and yields depend on
the substituents on the indole 5. Direct reduction of the succinimides
6 with LAH affords the desired conformationally restricted tryptamine
derivatives 4.