A regioselective gold (I)-catalyzed approach for the construction of polycyclic chromene cores has been developed. The reaction proceeds in good to excellent yields under mild condition with a broad range of substrates providing a simple and efficient tool for the synthesis of pyranochromene derivatives. Moreover, the regiochemical control of the annulation of unsymmetrically substituted propargylic ethers has been investigated focusing on electronic/steric effects of the ligands of gold complexes as well as on the electronic effects of the groups on the aromatic rings.

Synthesis of Polycyclic Chromene Cores through Gold (I)-Catalyzed Intramolecular Hydroarylation Reaction (IMHA) / Arcadi, A.; Fabrizi, G.; Fochetti, A.; Franzini, R.; Ghirga, F.; Goggiamani, A.; Iazzetti, A.; Marrone, F.; Serraiocco, A.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2021:11(2021), pp. 1676-1687. [10.1002/ejoc.202100092]

Synthesis of Polycyclic Chromene Cores through Gold (I)-Catalyzed Intramolecular Hydroarylation Reaction (IMHA)

Fabrizi G.;Fochetti A.;Franzini R.;Ghirga F.;Goggiamani A.;Iazzetti A.;Marrone F.;Serraiocco A.
2021

Abstract

A regioselective gold (I)-catalyzed approach for the construction of polycyclic chromene cores has been developed. The reaction proceeds in good to excellent yields under mild condition with a broad range of substrates providing a simple and efficient tool for the synthesis of pyranochromene derivatives. Moreover, the regiochemical control of the annulation of unsymmetrically substituted propargylic ethers has been investigated focusing on electronic/steric effects of the ligands of gold complexes as well as on the electronic effects of the groups on the aromatic rings.
2021
Annulation; Gold catalysis; Hydroarylation
01 Pubblicazione su rivista::01a Articolo in rivista
Synthesis of Polycyclic Chromene Cores through Gold (I)-Catalyzed Intramolecular Hydroarylation Reaction (IMHA) / Arcadi, A.; Fabrizi, G.; Fochetti, A.; Franzini, R.; Ghirga, F.; Goggiamani, A.; Iazzetti, A.; Marrone, F.; Serraiocco, A.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2021:11(2021), pp. 1676-1687. [10.1002/ejoc.202100092]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1620348
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