Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.

Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles / Necardo, C.; Alfano, A. I.; Del Grosso, E.; Pelliccia, S.; Galli, U.; Novellino, E.; Meneghetti, F.; Giustiniano, M.; Tron, G. C.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 84:24(2019), pp. 16299-16307. [10.1021/acs.joc.9b02546]

Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles

Alfano A. I.;Pelliccia S.;Novellino E.;Giustiniano M.
;
2019

Abstract

Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.
2019
Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles / Necardo, C.; Alfano, A. I.; Del Grosso, E.; Pelliccia, S.; Galli, U.; Novellino, E.; Meneghetti, F.; Giustiniano, M.; Tron, G. C.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 84:24(2019), pp. 16299-16307. [10.1021/acs.joc.9b02546]
File in questo prodotto:
File Dimensione Formato  
JOC 2019.pdf

non disponibili

Descrizione: Articolo principale
Tipologia: Documento in Post-print
Licenza: Accesso privato/ristretto
Dimensione 951.64 kB
Formato Adobe PDF
951.64 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/11588/826120
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 11
  • ???jsp.display-item.citation.isi??? 10
social impact