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Synthesis 2018; 50(05): 1133-1140
DOI: 10.1055/s-0036-1589158
DOI: 10.1055/s-0036-1589158
paper
Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quinazolin-6(5H)-ones
Further Information
Publication History
Received: 26 October 2017
Accepted after revision: 30 November 2017
Publication Date:
02 January 2018 (online)
Abstract
A straightforward one-pot approach to the synthesis of challenging 12-arylindolo[1,2-c]quinazolin-6(5H)-ones is described. Starting from readily available o-(o-aminophenylethynyl)trifluoroacetanilides, palladium-catalyzed aminoarylation of the triple bond with ArI, ArBr, and ArN2 +BF4 – is followed by cyclization of the resulting N-trifluoroacetyl-2-(o-aminophenyl)-3-aryl indole. This sequential reaction provides the title compounds by means of a rare elimination of trifluoromethane.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1589158.
- Supporting Information
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