Sulfonyl indoles can be converted into 3-alkylidene-2-oxindoles using NCS as single reagent under flow chemical conditions. The conjugated oxindole derivatives are obtained as E stereoisomers in moderate to satisfactory yields. The transformation entails the oxidation of the indole ring by NCS followed by elimination of the arylsulfinic acid in order to install the exocyclic unsaturation.

Oxidative Conversion of Sulfonyl Indoles into 3-Alkylidene-2-oxindoles under Flow Chemical Conditions

M. Petrini;E. Chiurchiù;ROSSI, Federico Vittorio;A. Palmieri
2018-01-01

Abstract

Sulfonyl indoles can be converted into 3-alkylidene-2-oxindoles using NCS as single reagent under flow chemical conditions. The conjugated oxindole derivatives are obtained as E stereoisomers in moderate to satisfactory yields. The transformation entails the oxidation of the indole ring by NCS followed by elimination of the arylsulfinic acid in order to install the exocyclic unsaturation.
2018
262
File in questo prodotto:
File Dimensione Formato  
Synthesis 2018, 50, 371-376.pdf

solo gestori di archivio

Descrizione: Synthesis 2018, 50, 371-376
Tipologia: Documento in Post-print
Licenza: NON PUBBLICO - Accesso privato/ristretto
Dimensione 770.04 kB
Formato Adobe PDF
770.04 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

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/11581/408028
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 6
  • ???jsp.display-item.citation.isi??? 6
social impact