We developed a new, simple and high-yielding method to prepare 2,9-dihydro-1H-pyrido[3,4-b]indol-1-ones by selective cyclization of the appropriate N-(2,2-dimethoxyethyl)-1H-indole-2-carboxamide in polyphosphoric acid at 110 °C for 30 min. Reaction yield was strongly dependent on the used acid. The method was poorly affected by the presence of electron-donating and -withdrawing substituents at 5-position of the indole nucleus.
New, simple and high-yielding synthesis of 2,9-dihydro-1H-pyrido[3,4-b]indol-1-ones / LA REGINA, Giuseppe; Famiglini, Valeria; Passacantilli, Sara; Pelliccia, S; Punzi, P; Silvestri, Romano. - In: SYNTHESIS. - ISSN 0039-7881. - STAMPA. - 46:(2014), pp. 2093-2097. [10.1055/s-0033-1339155]
New, simple and high-yielding synthesis of 2,9-dihydro-1H-pyrido[3,4-b]indol-1-ones
LA REGINA, GIUSEPPE
;FAMIGLINI, VALERIA;PASSACANTILLI, SARA;SILVESTRI, Romano
2014
Abstract
We developed a new, simple and high-yielding method to prepare 2,9-dihydro-1H-pyrido[3,4-b]indol-1-ones by selective cyclization of the appropriate N-(2,2-dimethoxyethyl)-1H-indole-2-carboxamide in polyphosphoric acid at 110 °C for 30 min. Reaction yield was strongly dependent on the used acid. The method was poorly affected by the presence of electron-donating and -withdrawing substituents at 5-position of the indole nucleus.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
