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Arcadi, Antonio; Cacchi, Sandro; Fabrizi, Giancarlo; Ghirga, Francesca; Goggiamani, Antonella; Iazzetti, Antonia; Marinelli, Fabio
Beilstein journal of organic chemistry, 09/2018, Letnik: 14, Številka: 1Journal Article
An efficient strategy for the synthesis of 6-unsubstituted indolo1,2- quinazolines is described. The Pd-catalyzed reaction of -( -aminophenylethynyl) trifluoroacetanilides with Ar-B(OH) afforded 2-( -aminophenyl)-3-arylindoles, that were converted to 12-arylindolo1,2- quinazolines by adding dimethylformamide dimethyl acetal (DMFDMA) to the reaction mixture after extractive work-up. This reaction outcome is different from the previously reported Pd-catalyzed sequential reaction of the same substrates with Ar-I, Ar-Br and ArN BF , that afforded 12-arylindolo1,2- quinazolin-6(5 )-ones. Moreover, 12-unsubstituted indolo1,2- quinazolines can be obtained both by reacting 2-( -aminophenyl)indoles with DMFDMA or by sequential Pd-catalyzed reaction of -( -aminophenylethynyl)aniline with DMFDMA.
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