We present the coupling of primary and secondary benzyl alcohols with indoles to form 3-benzylated indoles and H2O that is catalyzed, for the first time, by a complex of earth-abundant iron. This transformation accommodates a variety of substrates and is distinguished by its operational simplicity, sustainability, high functional-group tolerance, and amenability to gram-scale synthesis. On the basis of the preliminary experimental observations, we propose that the reaction proceeds through a borrowing hydrogen process.

Iron-Catalyzed Direct C3-Benzylation of Indoles with Benzyl Alcohols through Borrowing Hydrogen

DI GREGORIO, GIOVANNI
Investigation
;
MARI, MICHELE
Membro del Collaboration Group
;
BARTOCCINI, FRANCESCA
Supervision
;
PIERSANTI, GIOVANNI
2017

Abstract

We present the coupling of primary and secondary benzyl alcohols with indoles to form 3-benzylated indoles and H2O that is catalyzed, for the first time, by a complex of earth-abundant iron. This transformation accommodates a variety of substrates and is distinguished by its operational simplicity, sustainability, high functional-group tolerance, and amenability to gram-scale synthesis. On the basis of the preliminary experimental observations, we propose that the reaction proceeds through a borrowing hydrogen process.
File in questo prodotto:
File Dimensione Formato  
acs.joc.2017.pdf

non disponibili

Tipologia: Versione editoriale
Licenza: Pubblico con Copyright
Dimensione 453.04 kB
Formato Adobe PDF
453.04 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Manuscript_RV_Iron.pdf

accesso aperto

Tipologia: Versione referata/accettata
Licenza: Creative commons
Dimensione 958.46 kB
Formato Adobe PDF
958.46 kB Adobe PDF Visualizza/Apri

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/11576/2648344
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 57
  • ???jsp.display-item.citation.isi??? 47
social impact