Work

Single-Flask Synthesis of N-Acylated Indoles by Catalytic Dehydrogenative Coupling with Primary Alcohols

Year: 2009

Type: article

Abstract: Indoles and alcohols can be coupled in a dehydrogenative process catalyzed by tetrapropylammonium perruthenate. This efficient approach to indolylamides proceeds in a single flask under mild conditions. By employing substituted indoles and alkyl, branched, or benzylic alcohols, a variety of indolylamides can be formed. Aryl indolylamides can be functionalized through an additional dehydrogenative coupling to furnish elaborated polycyclic heterocycles similar to biologically active structures previously reported.

Source: Organic Letters

DOI: 10.1021/ol900306v

Authors: Brooks E. Maki, Karl A. Scheidt

Institution: Northwestern University

Language: English

Topic: Synthesis of Indole Derivatives

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Amgen, AstraZeneca, GlaxoSmithKline, National Institute of General Medical Sciences

Awards: G388657058, G682315649