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.
Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinÂazolin-6(5 H )-ones / Arcadi, Antonio; Cacchi, Sandro; Fabrizi, Giancarlo; Ghirga, Francesca; Goggiamani, Antonella; Iazzetti, Antonia; Marinelli, Fabio. - In: SYNTHESIS. - ISSN 0039-7881. - 50:05(2018), pp. 1133-1140. [10.1055/s-0036-1589158]
Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinÂazolin-6(5 H )-ones
Cacchi, Sandro;Fabrizi, Giancarlo;Ghirga, Francesca;Goggiamani, Antonella;Iazzetti, Antonia
;
2018
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.| File | Dimensione | Formato | |
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