Synthesis of Bis(indolyl)methanes through an Alkylation Reaction of Indoles with Sodium Alkoxides

Abstract

We describe an alkylation reaction of indoles with sodium alkoxides for the synthesis of bis(indolyl)methanes. 1-Tetralone proved to be an efficient hydrogen acceptor, thus avoiding the use of precious transition metals such as Ru and Ir. This reaction features transition-metal-free conditions, uses readily available starting materials, and can be conducted on a gram scale.

Key words

alkylation - hydrogen transfer - indole - alcohol - bis(indolyl)methane - 1-tetralone

Publication History

Received: 14 September 2021

Accepted after revision: 14 October 2021

Accepted Manuscript online:
14 October 2021

Article published online:
18 November 2021

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