Hexamethyldisilazane-Mediated Amidination of Sulfonamides and Amines with Formamides

Hexamethyldisilazane-Mediated Amidination of Sulfonamides and Amines with Formamides

Hexamethyldisilazane was reacted with formamides to generate N,N-disubstituent formimidamide, after which a reaction with sulfonamides was induced to form sulfonylformamidines. This protocol can be applied for arylformamidine formation in which anilines are used as substrates under optimized conditi...

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Veröffentlicht in:Journal of organic chemistry 2022-11, Vol.87 (22), p.15327-15332
Hauptverfasser: Chou, Yu-Chen, Lin, Wei-Han, Lin, Xiu-Yi, Kuo, Chin-Ling, Zeng, Wan-Qin, Lu, I-Chung, Liang, Chien-Fu
Format: Artikel
Sprache:eng
Schlagworte:
Amines - chemistry
Formamides - chemistry
Organosilicon Compounds
Sulfanilamide
Sulfonamides - chemistry
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Zusammenfassung:Hexamethyldisilazane was reacted with formamides to generate N,N-disubstituent formimidamide, after which a reaction with sulfonamides was induced to form sulfonylformamidines. This protocol can be applied for arylformamidine formation in which anilines are used as substrates under optimized conditions. The advantages of this method are high efficiency, structural diversity in products with good yields, and applicability in large-scale operations.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01902