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Homogenous Gold Catalysis: Applicati...

Dillon, Christopher Charles.

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Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles./
Author:	Dillon, Christopher Charles.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2021,
Description:	110 p.
Notes:	Source: Masters Abstracts International, Volume: 83-01.
Contained By:	Masters Abstracts International83-01.
Subject:	Organic chemistry. -
Online resource:	https://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=28498885
ISBN:	9798516066696

Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles.
Dillon, Christopher Charles.

Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles. - Ann Arbor : ProQuest Dissertations & Theses, 2021 - 110 p.

Source: Masters Abstracts International, Volume: 83-01.

Thesis (M.S.)--California State University, Fresno, 2021.

This item must not be sold to any third party vendors.

Homogenous gold catalysis has emerged as a powerful methodology for constructing benzo-fused heterocycles such as benzofurans, benzothiophenes, and indoles. These heterocycles are privileged molecular scaffolds in medicinal chemistry, with currently marketed FDA-approved drugs containing the benzothiophene core including Zileuton (asthma symptoms controller), Raloxifene (osteoporosis treatment), and Sertaconazole (antifungal). Examples of FDA-approved drugs containing the benzofuran core include Naloxone (opiate overdose treatment), Amiodarone (arrhythmia preventative), and Vilazodone (selective serotonin reuptake inhibitor). Although there is great interest in generating these scaffolds, synthetic approaches to these heterocycles rely predominantly on stoichiometric or sensitive reagents. Advances in the field of organometallic chemistry have shown that homogenous gold catalysis could be a superior route for the construction of these heterocycles from functionalized alkynes. Presented herein is a detailed discussion about the development and utility of gold(I) complexes for the synthesis of benzo-fused heterocycles with various degrees of substitution. A catalytic method for the synthesis of 2,3-disubstituted benzofurans from functionalized 2-alkynylaryl ethers has been developed. This approach utilizes air- and water-stable NHC (N-heterocyclic carbene) gold(I) complexes as catalytic agents. These transformations proceed smoothly with low catalyst loadings and mild reaction conditions and tolerate a diverse group of functional groups with various steric and electronic properties.

ISBN: 9798516066696Subjects--Topical Terms:

523952
Organic chemistry.
Subjects--Index Terms:

Benzofuran

Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles.
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245 1 0 $a Homogenous Gold Catalysis: Applications towards the Synthesis of Benzo-Fused Heterocycles.
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300 $a 110 p.
500 $a Source: Masters Abstracts International, Volume: 83-01.
500 $a Advisor: Muchalski, Hubert.
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506 $a This item must not be sold to any third party vendors.
520 $a Homogenous gold catalysis has emerged as a powerful methodology for constructing benzo-fused heterocycles such as benzofurans, benzothiophenes, and indoles. These heterocycles are privileged molecular scaffolds in medicinal chemistry, with currently marketed FDA-approved drugs containing the benzothiophene core including Zileuton (asthma symptoms controller), Raloxifene (osteoporosis treatment), and Sertaconazole (antifungal). Examples of FDA-approved drugs containing the benzofuran core include Naloxone (opiate overdose treatment), Amiodarone (arrhythmia preventative), and Vilazodone (selective serotonin reuptake inhibitor). Although there is great interest in generating these scaffolds, synthetic approaches to these heterocycles rely predominantly on stoichiometric or sensitive reagents. Advances in the field of organometallic chemistry have shown that homogenous gold catalysis could be a superior route for the construction of these heterocycles from functionalized alkynes. Presented herein is a detailed discussion about the development and utility of gold(I) complexes for the synthesis of benzo-fused heterocycles with various degrees of substitution. A catalytic method for the synthesis of 2,3-disubstituted benzofurans from functionalized 2-alkynylaryl ethers has been developed. This approach utilizes air- and water-stable NHC (N-heterocyclic carbene) gold(I) complexes as catalytic agents. These transformations proceed smoothly with low catalyst loadings and mild reaction conditions and tolerate a diverse group of functional groups with various steric and electronic properties.
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