Merging the ability of cationic gold(I) catalysts to activate unsaturated π-systems with the electrophiles driven ring-opening reactions of furans, we describe a new approach to 2-spiroindolin-3-ones from 4H-furo[3,2-b]indoles. The reaction occurs through a cascade sequence involving addition of a gold-activated allene to the furan moiety of the starting furoindole followed by a ring-opening/ring-closing event affording 2-spirocyclopentane-1,2-dihydro-3H-indolin-3-ones in moderate to good yields.
Gold-Catalyzed Cascade Reactions of 4H-Furo[3,2-b]indoles with Allenamides: Synthesis of Indolin-3-one Derivatives / V. Pirovano, E. Brambilla, S. Rizzato, G. Abbiati, M. Bozzi, E. Rossi. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - (2019 Mar). [Epub ahead of print]
Titolo: | Gold-Catalyzed Cascade Reactions of 4H-Furo[3,2-b]indoles with Allenamides: Synthesis of Indolin-3-one Derivatives |
Autori: | ROSSI, ELISABETTA (Corresponding) |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | mar-2019 |
Rivista: | |
Tipologia: | Article (author) |
Data ahead of print / Data di stampa: | 9-apr-2019 |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1021/acs.joc.9b00143 |
Appare nelle tipologie: | 01 - Articolo su periodico |
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