Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane

Title:Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane

Volume: 12 Issue: 5

Author(s): J. Pablo Garcia Merinos, Heraclio Lopez Ruiz, Yliana Lopez and Susana Rojas

Affiliation:

Keywords: Arsindoline B, bis(indolyl)methanes, indole, streptindole, triethylborane.

Abstract: Triethylborane (TEB) was found to be a mild, efficient, and acid catalyst in electrophilic substitution reaction of indoles with aldehydes compounds to afford the corresponding bis(indolyl)methanes. Vibrindole A (5) and bis(indolyl)methanes derivatives 16 and 18 were synthesized using this methodology. Compound 16 is an intermediary in the synthesis of the natural bisindoles arsindoline B (2) and streptindole (6). The structure of vibrindole A (5) was unequivocally confirmed by a single crystal X-ray diffraction analysis.

Cite this article as:

Garcia Merinos Pablo J., Ruiz Lopez Heraclio, Lopez Yliana and Rojas Susana, Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane, Letters in Organic Chemistry 2015; 12 (5) . https://dx.doi.org/10.2174/1570178612666150220225335