The great variety of spirooxindole three-dimensional scaffolds encompasses relevant bioactive natural alkaloids as well as useful therapeutic agents. In view of the challenging features of the spirooxindole skeletons and their desirable properties, several synthetic routes have been devoted to their preparation. Because of the variety of both 1,3-dipolar species and 2-oxindoles bearing a C=X double bond (X=C<, N−, O) in the 3-position, a prominent role relies upon a 1,3-dipolar cycloaddition as the key step of the whole synthetic sequence. The present paper aims to discuss the developments in the field of spirooxindole synthesis via a 1,3-dipolar cycloaddition occurred in the 2011–2020 decade. The literature data on this subject are reviewed in a systematic way according to the type of the 1,3-dipole and the oxindole dipolarophile.

Spiro‐2‐oxindoles via 1,3‐dipolar cycloadditions : A decade update / G. Molteni, A. Silvani. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2021:11(2021), pp. 1653-1675. [10.1002/ejoc.202100121]

Spiro‐2‐oxindoles via 1,3‐dipolar cycloadditions : A decade update

G. Molteni;A. Silvani
2021

Abstract

The great variety of spirooxindole three-dimensional scaffolds encompasses relevant bioactive natural alkaloids as well as useful therapeutic agents. In view of the challenging features of the spirooxindole skeletons and their desirable properties, several synthetic routes have been devoted to their preparation. Because of the variety of both 1,3-dipolar species and 2-oxindoles bearing a C=X double bond (X=C<, N−, O) in the 3-position, a prominent role relies upon a 1,3-dipolar cycloaddition as the key step of the whole synthetic sequence. The present paper aims to discuss the developments in the field of spirooxindole synthesis via a 1,3-dipolar cycloaddition occurred in the 2011–2020 decade. The literature data on this subject are reviewed in a systematic way according to the type of the 1,3-dipole and the oxindole dipolarophile.
Settore CHIM/06 - Chimica Organica
2021
Article (author)
File in questo prodotto:
File Dimensione Formato  
Accepted Article_Manuscript.pdf

Open Access dal 24/02/2022

Tipologia: Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione 4.1 MB
Formato Adobe PDF
4.1 MB Adobe PDF Visualizza/Apri
ejoc.202100121.pdf

accesso riservato

Tipologia: Publisher's version/PDF
Dimensione 3.93 MB
Formato Adobe PDF
3.93 MB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

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/2434/817454
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 30
  • ???jsp.display-item.citation.isi??? 31
social impact