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. PirovanoCo-primo
;M. Giannangeli;G. Abbiati;A. CaselliPenultimo
;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.File | Dimensione | Formato | |
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