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A Direct Synthesis of 3-(Pyrrolidin-3-yl)indoles for Use As Conformationally Restricted Analogs of Tryptamines
31 December 2000 (online)
An efficient, two step synthesis of 3-(pyrrolidin-3-yl)indoles 4 is described. Indoles react with maleimides in refluxing acetic acid affording 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.
3-(pyrrolidin-3-yl)indoles - tryptamines - 3-(indol-3-yl)succinimides