Issue 1, 2009
From the journal:

Chemical Communications

A microwave assisted intramolecular-furan-Diels–Alder approach to 4-substituted indoles†

Filip Petronijevic,a   Cody Timmons,‡a   Anthony Cuzzupe§a  and  Peter Wipf*a  

* Corresponding authors

a Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, USA
E-mail: pwipf@pitt.edu
Fax: +1 412-624-0787
Tel: +1 412-624-8606

Abstract

The key steps of a versatile new protocol for the convergent synthesis of 3,4-disubstituted indoles are the addition of an α-lithiated alkylaminofuran to a carbonyl compound, a microwave-accelerated intramolecular Diels–Alder cycloaddition and an in situ double aromatization reaction.

Graphical abstract: A microwave assisted intramolecular-furan-Diels–Alder approach to 4-substituted indoles

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Article information

DOI
https://doi.org/10.1039/B816989F
Article type
Communication
Submitted
29 Sep 2008
Accepted
30 Oct 2008
First published
11 Nov 2008

Chem. Commun., 2009,9, 104-106

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A microwave assisted intramolecular-furan-Diels–Alder approach to 4-substituted indoles

F. Petronijevic, C. Timmons, A. Cuzzupe and P. Wipf, Chem. Commun., 2009, 9, 104 DOI: 10.1039/B816989F

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