Synthetic approaches to 3-alkyl indoles and gamma-carbolines.

摘要

This dissertation describes the novel synthetic approaches toward the synthesis of a variety of 3-substituted indoles. Two types of substituents are discussed in great detail, first alkyl indoles and secondly highly functionalized amino methyl indole molecules and their corresponding derivatives. These compounds are of particular interest for their involvement in fuel sedimentation as well as for their potential medicinal activities. A variety of tosylaldimines were condensed with indoles affording an array of 3-aminomethyl indoles. Subsequent additions and cyclization afforded the corresponding tetrahydro-gamma-carbolines. Upon aromatization, the fully aromatic, functionalized gamma-carbolines are afforded.