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Synthesis 2023; 55(14): 2186-2194
DOI: 10.1055/a-2035-0040
DOI: 10.1055/a-2035-0040
paper
A New Method for the Synthesis of 1-Methyl-1H-indole-3-carboxylate Derivatives, Employing Copper(II)
We are grateful for the financial support provided by the University of Jiroft for this research, which leads to our exceptional success.
Abstract
We report an efficient method for synthesizing 1-methyl-1H-indole-3-carboxylates by cross-dehydrogenative coupling. However, the coupling reactions are a way to functionalize the α-carbon of iminiums from tertiary amines. The synthesis of 1-methyl-1H-indole-3-carboxylates from N,N-dimethylaniline with bromoacetates has not been reported. In the present work, we describe a novel route for synthesizing 1-methyl-1H-indole-3-carboxylates with N,N-dimethylaniline and a wide range of phenyl bromoacetate derivatives. Features such as a simple procedure and good to excellent yields (69–90%) make this method a highly efficient procedure for the preparation of indole derivatives using Cu(OAc)2·H2O as a catalyst in the presence of tert-butyl hydroperoxide.
Key words
1-methyl-1H-indole-3-carboxylates - heterocycles - cross-dehydrogenative coupling - copper - heterogeneous catalysis - oxidationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2035-0040.
- Supporting Information
Publication History
Received: 08 December 2022
Accepted after revision: 14 February 2023
Accepted Manuscript online:
14 February 2023
Article published online:
29 March 2023
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