2-alkenyliden-indolin-3-ones were synthesised in high yields via a cascade reaction between 4H‑furo[3,2‑b]indoles and propargyl esters. The cascade sequence involves initial formation of a gold-carbene specie via cationic gold(I) catalysed 1,2-acyloxy migration of properly substituted propargyl esters followed by gold-carbene to furoindole addition and successive furan ring-opening affording the final products. The obtained compounds contain an extended -system linked at the C2 of the indolin-3-ones, they are characterised by intense colouration (from yellow to purple) and were characterised by UV mesearurements.

Gold-Catalyzed Cascade Reactions of 4H‑Furo[3,2‑b]indoles with Propargyl Esters: Synthesis of 2-Alkenylidene-3-oxoindolines / E. Brambilla, V. Pirovano, M. Giannangeli, G. Abbiati, A. Caselli, E. Rossi. - In: ORGANIC CHEMISTRY FRONTIERS. - ISSN 2052-4110. - 6:17(2019 Sep 07), pp. 3078-3084. [10.1039/C9QO00647H]

Gold-Catalyzed Cascade Reactions of 4H‑Furo[3,2‑b]indoles with Propargyl Esters: Synthesis of 2-Alkenylidene-3-oxoindolines

E. Brambilla
Co-primo
;
V. Pirovano
Co-primo
;
M. Giannangeli;G. Abbiati;A. Caselli
Penultimo
;
E. Rossi
Ultimo
2019

Abstract

2-alkenyliden-indolin-3-ones were synthesised in high yields via a cascade reaction between 4H‑furo[3,2‑b]indoles and propargyl esters. The cascade sequence involves initial formation of a gold-carbene specie via cationic gold(I) catalysed 1,2-acyloxy migration of properly substituted propargyl esters followed by gold-carbene to furoindole addition and successive furan ring-opening affording the final products. The obtained compounds contain an extended -system linked at the C2 of the indolin-3-ones, they are characterised by intense colouration (from yellow to purple) and were characterised by UV mesearurements.
gold catalysis; gold-carbenes; Indoles; propargylesters
Settore CHIM/06 - Chimica Organica
Settore CHIM/03 - Chimica Generale e Inorganica
7-set-2019
lug-2019
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/657697
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