Web of Science (Emerging Sources Citation Index)

Document Type: Original Research Article

Authors

1 Department of Chemistry, Centre for advance studies, Department of Chemistry, Savitribai Phule Pune University, Ganeshkhind, Pune 411007, India

2 Department of Chemistry, Dr. D.Y. Patil A. C. S. College, Pimpri, Pune, 411018, India

Abstract

This study introduces a novel and efficient approach for the oxidative aromatization of tetrahydro-γ-carboline using CuCl2.2H2O and I2, H2O2 in DMSO. This method was applied for all kinds of C-3 substituted tetrahydro-γ-carboline (THγC) units to access the corresponding aromatic γ-carbolines. With a 0.25 mol% CuCl2. 2H2O as a catalyst, THγC could be efficiently oxidized to γ-carboline at 100 °C with excellent yield. This protocol was also generalized for the aromatization of tetrahydro-β-carboline-3-carboxylic acid to corresponding β-carboline-3-carboxylic acid. The entire synthesized new compounds were characterized by using 1HNMR, 13CNMR and Mass spectroscopy technique. To the best of our knowledge, this is the first synthesis of γ-carbolines via an oxidative aromatization of THγC.

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