Publications by authors named "Ignacio Medina-Mercado"
Article Synopsis
- - The text discusses a new method for synthesizing 3-acylindoles and Z-3-(chloromethylene)indolines through a one-pot reaction involving diazotization and gold-mediated cyclization of specific compounds.
- - The reaction involves using Me SAuCl to facilitate the oxy- and/or chloroarylation of an alkyne, leading to the desired products.
- - DFT calculations indicate that these reaction pathways are energetically favored compared to alternative methods, and a particular Z-3-(chloromethylene)indoline was observed to crystallize with a unique gold-chloride complex, showing close interactions between gold and hydrogen atoms.
In the last decade, aryldiazonium salts have attracted interest as coupling partners in cross-coupling reactions mediated by gold. Initially, the presence of a photocatalyst and a light source was needed to achieve gold oxidation with these electrophiles. However, recently, it has been shown that in some instances just heating, light irradiation, or the addition of certain bases and/or nucleophiles is enough.
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- Recent research has focused on developing protocols to facilitate the oxidative addition of gold, leading to milder cross-coupling processes.
- Ascorbic acid, a natural antioxidant, effectively accelerates the oxidative addition of aryldiazonium chlorides to gold, allowing for the creation of aryl-Au species.
- This method has been used to synthesize 3-arylindoles in a one-pot reaction from anilines and various aryldiazonium chlorides, with detailed analysis of the mechanism involved.