A straightforward one-pot approach to the synthesis of challenging 12-arylindolo[1,2- c ]quinazolin-6(5 H)-ones is described. Starting from readily available o -(o -aminophenylethynyl)trifluoroacetanilides, palladium-catalyzed aminoarylation of the triple bond with ArI, ArBr, and ArN 2+ BF 4- 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.

Arcadi, A., Cacchi, S., Fabrizi, G., Ghirga, F., Goggiamani, A., Iazzetti, A., Marinelli, F., Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinazolin-6(5 H)-ones, <<SYNTHESIS>>, 2018; 50 (5): 1133-1140. [doi:10.1055/s-0036-1589158] [http://hdl.handle.net/10807/200463]

Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinazolin-6(5 H)-ones

Iazzetti, Antonia
;
2018

Abstract

A straightforward one-pot approach to the synthesis of challenging 12-arylindolo[1,2- c ]quinazolin-6(5 H)-ones is described. Starting from readily available o -(o -aminophenylethynyl)trifluoroacetanilides, palladium-catalyzed aminoarylation of the triple bond with ArI, ArBr, and ArN 2+ BF 4- 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.
2018
Inglese
Arcadi, A., Cacchi, S., Fabrizi, G., Ghirga, F., Goggiamani, A., Iazzetti, A., Marinelli, F., Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinazolin-6(5 H)-ones, <<SYNTHESIS>>, 2018; 50 (5): 1133-1140. [doi:10.1055/s-0036-1589158] [http://hdl.handle.net/10807/200463]
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10807/200463
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 19
  • ???jsp.display-item.citation.isi??? 17
social impact