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Synthesis 2024; 56(17): 2731-2741
DOI: 10.1055/s-0043-1774910
DOI: 10.1055/s-0043-1774910
paper
Efficient Synthesis of Esters by Cleavage of C–S and C–N Bonds via Alkylation and Activation of Thioamides
The authors thank the Science and Engineering Research Board (SERB), Government of India, for a core research grant (SERB-EMR/ 2017/001531) and CSIR New Delhi, India, for the CSIR grant (CSIR-EMR-II No. 02(0315)/17/EMR-II). J.K.V. thanks DST-SERB for the project fellowship and Central University of Gujarat, Gandhinagar, for the fellowship. J.P.J. thanks Central University of Gujarat, Gandhinagar, for the fellowship.
Abstract
A mild and efficient reaction for synthesizing esters from thioamide precursors has been established. This method is accomplished in one pot under mild conditions. The process involves the alkylation and activation of inert thioamides, which leads to the cleavage of stable C–N and C–S bonds, eventually resulting in valuable esters with a broad range of substrates. The transformation can be easily carried out at room temperature using thioamide substrates, reactants, and activating agents. This protocol has been demonstrated by synthesizing important esters with applications.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1774910.
- Supporting Information
Publication History
Received: 11 April 2024
Accepted after revision: 23 May 2024
Article published online:
11 June 2024
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