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Synthesis 2018; 50(09): 1867-1874
DOI: 10.1055/s-0036-1591936
DOI: 10.1055/s-0036-1591936
paper
A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonylsulfonamides
This research was supported by the Basic Science Research Program administered through the National Research Foundation of Korea (NRF), funded by the Ministry of Education (2015R1D1A1A09058536) and by the Korean Ministry of Education through the BK21-Plus project of the Hanyang University Graduate Program.Further Information
Publication History
Received: 22 December 2017
Accepted after revision: 23 January 2018
Publication Date:
14 February 2018 (online)
‡ These authors contributed equally to this work
Abstract
N-Sulfonylformamidines were synthesized from N-sulfonylsulfonamides by reacting with p-toluenesulfonyl chloride (TsCl) and N,N -disubstituted formamides. In this reaction, it was expected that mixing TsCl with the N,N-disubstituted formamide would generate an iminium salt (Vilsmeier reagent). The reaction avoids the use of metal catalysts and hazardous reagents, and the desired N-sulfonylformamidines were obtained in 60% to quantitative yields.
Key words
N-sulfonylformamidine - N-sulfonylsulfonamide - sulfonamide - sulfonyl chloride - Vilsmeier reagentSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591936.
- Supporting Information
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