A redox umpolung strategy for the synthesis of complex tetrahydrocarbazoles is reported. The reaction involves a visible light promoted radical cation [4+2] cycloaddition between 2-vinylindoles and conjugated alkenes that proceeds with good yields and diastereoselectivity.

Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles / E. Brambilla, E. Moretti, M. Magni, G. Abbiati, V. Pirovano. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - (2023), pp. 1-4. [Epub ahead of print] [10.1039/D2CC06723D]

Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles

E. Brambilla
Primo
;
M. Magni;G. Abbiati
Penultimo
;
V. Pirovano
Ultimo
2023

Abstract

A redox umpolung strategy for the synthesis of complex tetrahydrocarbazoles is reported. The reaction involves a visible light promoted radical cation [4+2] cycloaddition between 2-vinylindoles and conjugated alkenes that proceeds with good yields and diastereoselectivity.
photoredox catalysis; indole; heterocyles; organic synthesis;
Settore CHIM/06 - Chimica Organica
2023
17-feb-2023
Article (author)
File in questo prodotto:
File Dimensione Formato  
d2cc06723d-2.pdf

accesso aperto

Tipologia: Publisher's version/PDF
Dimensione 950.54 kB
Formato Adobe PDF
950.54 kB Adobe PDF Visualizza/Apri
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/2434/956609
Citazioni
  • ???jsp.display-item.citation.pmc??? 0
  • Scopus 3
  • ???jsp.display-item.citation.isi??? 2
social impact