Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
Authors:
- Antonia IazzettiAntonia Iazzetti
- Dario AlleviDario Allevi
- Andrea CalcaterraAndrea Calcaterra
- Giancarlo FabriziGFGiancarlo Fabrizi
- Antonella GoggiamaniAGAntonella Goggiamani
- Giulia MazzoccantiGiulia Mazzoccanti
- Alessio SferrazzaASAlessio Sferrazza
- Rosanna VerdiglioneRVRosanna Verdiglione
- Valeria VergineVVValeria Vergine
Open Access
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 γ-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.Keywords
Funding Information
- Ministero dell’Istruzione, dell’Università e della Ricerca (2017SXBSX4)
- Excellence Departments Grant to the Department of Chemistry and Technology of Drugs (2017SXBSX4)
- Sapienza University of Rome under Grant “Progetti Ateneo 2019” (2017SXBSX4)
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