Synthesis 2018; 50(09): 1867-1874
DOI: 10.1055/s-0036-1591936
paper
© Georg Thieme Verlag Stuttgart · New York

A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonyl­sulfonamides

Yuri Jeong
a   Department of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea
,
Jaeyoung Ban
a   Department of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea
,
Minkyung Lim
a   Department of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea
,
Hakjune Rhee*
a   Department of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea
b   Department of Applied Chemistry, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea   eMail: hrhee@hanyang.ac.kr
› Institutsangaben
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.
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Publikationsverlauf

Received: 22. Dezember 2017

Accepted after revision: 23. Januar 2018

Publikationsdatum:
14. Februar 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.

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