We present a method for the synthesis of substituted indolo[1,2-a]quinoline-5(6H)-ones starting from 1-(2-ethynylphenyl)-1H-indoles. The transformation involves gold-catalyzed oxidation of the triple bond followed by acid-promoted intramolecular cyclization at the indole C2 position. Demonstrating noteworthy versatility, the reaction tolerates a wide array of substituents on the indole core and proceeds in good to excellent yields (up to 93%).

Artikel

One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a
]quinolin‐5(6H
)‐ones from 1‐(2‐Ethynylphenyl)‐1H
‐indoles

We present a method for the synthesis of substituted indolo[1,2-a]quinoline-5(6H)-ones starting from 1-(2-ethynylphenyl)-1H-indoles. The transformation involves gold-catalyzed oxidation of the triple bond followed by acid-promoted intramolecular cyclization at the indole C2 position. Demonstratin...

A practical and convenient one–pot procedure for reductive ortho–amination of pyridyl N-oxides is described, using potassium phthalimide and tosyl chloride followed by hydrolysis. The scope and applicability of the reaction was demonstrated, providing various mono- and di-aminated products in moderate to excellent yields.

 
<h2>Abstract</h2>
Herein we report a simple synthetic route towards both known and novel aminated polypyridyl ligands. The use of tosyl chloride in combination with potassium phthalimide followed by hydrolysis allows for chemo–selective ortho–amination of (poly)pyridyl mono- and di-N-oxides with good to excellent yield. The reactions are scalable and reproducible while using inexpensive, commercially available reagents.

Artikel

One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a ]quinolin‐5(6H )‐ones from 1‐(2‐Ethynylphenyl)‐1H ‐indoles

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Simple and Efficient Method for Mono‐ and Di‐Amination of Polypyridine N‐Oxides

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