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Synlett 2015; 26(05): 604-608
DOI: 10.1055/s-0034-1379950
DOI: 10.1055/s-0034-1379950
letter
Target cum Flexibility: Synthesis of Indolo[1,2-b]isoquinoline Derivatives via Cobalt-Catalyzed [2+2+2] Cyclotrimerization
Further Information
Publication History
Received: 03 October 2014
Accepted after revision: 26 November 2014
Publication Date:
12 January 2015 (online)
Abstract
A modular approach for the synthesis of small molecules having the unnatural 6,11-dihydroindolo[1,2-b]isoquinoline tetracyclic core has been documented. An acid-catalyzed Friedel–Crafts-type C2-alkylation of N-propargyl indole with a suitably activated alkynol has been used to prepare the key indole-derived diynes. The cobalt-catalyzed [2+2+2] cyclotrimerization of these diynes has been studied with various internal/terminal alkynes and with nitriles.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379950. Included are general procedures, compound characterization data and NMR/MS spectra of all the new compounds,
- Supporting Information
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