Tandem Mannich/Diels–Alder reactions for the synthesis of indole compound libraries

Peng Wu; Michael Åxman Petersen; Rico Petersen; Thomas Flagstad; Rachel Guilleux; Martin Ohsten; Rémy Morgentin; Thomas E. Nielsen; Mads H. Clausen

doi:10.1039/C6RA08786H

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Tandem Mannich/Diels–Alder reactions for the synthesis of indole compound libraries†

Peng Wu,‡^a Michael Åxman Petersen,‡^a Rico Petersen,^a Thomas Flagstad,^a Rachel Guilleux,^b Martin Ohsten,^b Rémy Morgentin,^b Thomas E. Nielsen*^ac and Mads H. Clausen*^ad

Author affiliations

* Corresponding authors

^a Department of Chemistry, Technical University of Denmark, Kgs. Lyngby, Denmark
E-mail: ten@kemi.dtu.dk, mhc@kemi.dtu.dk

^b EDELRIS, 115 Avenue Lacassagne, 69003 Lyon, France

^c Singapore Centre on Environmental Life Science Engineering, Nanyang Technological University, Singapore

^d Center for Nanomedicine and Theranostics, Technical University of Denmark, Kgs. Lyngby, Denmark

Abstract

A tandem Mannich/Diels–Alder sequence for the synthesis of small-molecule libraries with an indolyl-octahydro-3a,6-epoxy-isoindole core structure is demonstrated in this study. Representative diversification examples based on this scaffold were performed, and a library is being produced within the European Lead Factory (ELF) Consortium.

This article is part of the themed collection: Elegant Synthetic Routes to Indole Derivatives

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Article information

DOI: https://doi.org/10.1039/C6RA08786H
Article type: Communication
Submitted: 05 Apr 2016
Accepted: 02 Mei 2016
First published: 05 Mei 2016
This article is Open Access

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RSC Adv., 2016,6, 46654-46657

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Tandem Mannich/Diels–Alder reactions for the synthesis of indole compound libraries

P. Wu, M. Å. Petersen, R. Petersen, T. Flagstad, R. Guilleux, M. Ohsten, R. Morgentin, T. E. Nielsen and M. H. Clausen, RSC Adv., 2016, 6, 46654 DOI: 10.1039/C6RA08786H

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Tandem Mannich/Diels–Alder reactions for the synthesis of indole compound libraries†

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