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

Antonio Arcadi; Giancarlo Fabrizi; Andrea Fochetti; Roberta Franzini; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Federico Marrone; Andrea Serraiocco

doi:10.1002/ejoc.202100092

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

Antonio Arcadi, Giancarlo Fabrizi, Andrea Fochetti, Roberta Franzini, Francesca Ghirga, Antonella Goggiamani^*, Antonia Iazzetti^*, Federico Marrone, Andrea Serraiocco

^*Autore corrispondente per questo lavoro

Risultato della ricerca: Contributo in rivista › Articolo in rivista

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.

Lingua originale	English
pagine (da-a)	1676-1687
Numero di pagine	12
Rivista	European Journal of Organic Chemistry
Volume	2021
DOI	https://doi.org/10.1002/ejoc.202100092
Stato di pubblicazione	Pubblicato - 2021

Keywords

Annulation
Gold catalysis
Hydroarylation

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10.1002/ejoc.202100092

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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.",

keywords = "Annulation, Gold catalysis, Hydroarylation, Annulation, Gold catalysis, Hydroarylation",

author = "Antonio Arcadi and Giancarlo Fabrizi and Andrea Fochetti and Roberta Franzini and Francesca Ghirga and Antonella Goggiamani and Antonia Iazzetti and Federico Marrone and Andrea Serraiocco",

year = "2021",

doi = "10.1002/ejoc.202100092",

language = "English",

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pages = "1676--1687",

journal = "European Journal of Organic Chemistry",

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TY - JOUR

T1 - Synthesis of Polycyclic Chromene Cores through Gold (I)-Catalyzed Intramolecular Hydroarylation Reaction (IMHA)

AU - Arcadi, Antonio

AU - Fabrizi, Giancarlo

AU - Fochetti, Andrea

AU - Franzini, Roberta

AU - Ghirga, Francesca

AU - Goggiamani, Antonella

AU - Iazzetti, Antonia

AU - Marrone, Federico

AU - Serraiocco, Andrea

PY - 2021

Y1 - 2021

N2 - 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.

AB - 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.

KW - Annulation

KW - Gold catalysis

KW - Hydroarylation

KW - Annulation

KW - Gold catalysis

KW - Hydroarylation

UR - http://hdl.handle.net/10807/198661

U2 - 10.1002/ejoc.202100092

DO - 10.1002/ejoc.202100092

M3 - Article

SN - 1099-0690

VL - 2021

SP - 1676

EP - 1687

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

ER -

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

Abstract

Keywords

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