A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonyl­sulfonamides

Yuri Jeong; Jaeyoung Ban; Minkyung Lim; Hakjune Rhee

doi:10.1055/s-0036-1591936

Synthesis, Inhaltsverzeichnis

Synthesis 2018; 50(09): 1867-1874
DOI: 10.1055/s-0036-1591936

paper

A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonylsulfonamides

Yuri Jeong

^aDepartment of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea

,

Jaeyoung Ban

^aDepartment of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea

,

Minkyung Lim

^aDepartment of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea

,

Hakjune Rhee*

^aDepartment of Bionanotechnology, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea

^bDepartment of Applied Chemistry, Hanyang University, 55 Hanyangdaehak-ro, Sangnok-gu, Ansan, Gyeonggi-do, 15588, South Korea eMail: hrhee@hanyang.ac.kr

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Abstract

Alle Artikel dieser Rubrik

^‡ 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 reagent

Volltext

Referenzen

References

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Supporting Information

A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonyl­sulfonamides

A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonylsulfonamides