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Synthesis 2011(4): 626-634
DOI: 10.1055/s-0030-1258411
DOI: 10.1055/s-0030-1258411
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkFacile Assembly of 11H-Indolo[3,2-c]quinoline by a Two-Step Protocol Involving a Regioselective 6-endo-Cyclization Promoted by the Hendrickson Reagent
Further Information
Received
1 November 2010
Publication Date:
14 January 2011 (online)
Publication History
Publication Date:
14 January 2011 (online)

Abstract
An expedient approach was developed to construct the 11H-indolo[3,2-c]quinoline scaffold starting from acyclic alkyne substrates. The five- and six-membered nitrogen-containing rings in the tetracyclic skeleton were elaborated efficiently by gold(III)-catalyzed 5-endo-dig cyclization and Hendrickson reagent promoted regioselective 6-endo cyclization.
Key words
alkyne - cyclization - gold - quinoline - Hendrickson reagent
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Reference
CCDC 780631 and 793932 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.