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.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.