Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones

Antonia Iazzetti, Dario Allevi, Andrea Calcaterra, Giancarlo Fabrizi, Antonella Goggiamani, Giulia Mazzoccanti, Alessio Sferrazza, Rosanna Verdiglione, Valeria Vergine

Risultato della ricerca: Contributo in rivistaArticolo in rivista

Abstract

The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in the presence of variously substituted starting materials. In addition, the synthesis of gamma-arylidene spirobislactone bearing different substituents on the two aromatic rings has been achieved. This kind of compound could be of great interest in pharmaceutical science given the widespread presence of this scaffold in bioactive natural and synthetic products.
Lingua originaleEnglish
pagine (da-a)300-313
Numero di pagine14
RivistaMolecules
Volume28
DOI
Stato di pubblicazionePubblicato - 2022

Keywords

  • Au(I)-catalyzed cyclization
  • alkyne activation
  • heterocyclization
  • spiro compounds
  • spirobislactone
  • spirolactone

Fingerprint

Entra nei temi di ricerca di 'Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones'. Insieme formano una fingerprint unica.

Cita questo