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 Ar-I, Ar-Br 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 mean of a fairly rare elimination of trifluoromethane.
Palladium-Catalyzed Cascade Approach to 12-(Aryl)Indolo [1,2-c]Quinazolin-6(5H)-ones.
Antonio ArcadiMembro del Collaboration Group
;Fabio Marinelli
Writing – Original Draft Preparation
2018-01-01
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 Ar-I, Ar-Br 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 mean of a fairly rare elimination of trifluoromethane.File in questo prodotto:
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Synthesis 2018, 1133.pdf
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