Synthesis of Bis(3-indolyl)methanes Mediated by Potassium tert-Butoxide. 2023

A Sofia Santos, and Rita D Ferro, and Nuno Viduedo, and Luísa B Maia, and Artur M S Silva, and M Manuel B Marques
LAQV@REQUIMTE, Departamento de Química, NOVA School of Science and Technology, Universidade Nova de Lisboa, Campus de Caparica, 2829-516, Caparica, Portugal.

The indole moiety is an important N-heterocycle found in natural products, and a key structural component of many value-added chemicals including pharmaceuticals. In particular, bis(3-indolyl)methanes (BIMs) are an important subgroup of indoles, composed of two indole units. Herein, we report the development of a simple method to access BIMs derivatives in yields of up to 77 % by exploiting a tBuOK-mediated coupling reaction of indoles and benzyl alcohols.

UI MeSH Term Description Entries
D007211 Indoles Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl portion, in contrast to ISOINDOLES which have the nitrogen away from the six-membered ring.
D008697 Methane The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed)
D000440 Butanols Isomeric forms and derivatives of butanol (C4H9OH). Alcohols, Butyl,Butanol,Butylhydroxides,Hydroxybutanes,Butyl Alcohols

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