Traceless synthesis of 3-N-substituted-2-thioxoquinazoline-4-ones on a soluble polymeric support.
The synthesis of 3-N-substituted-2-thioxoquinazoline-4-ones is described with a traceless linker strategy using poly(ethylene glycol) (PEG) as a soluble polymeric support. Staudinger-Aza-Wittig reaction of PEG-supported azide with Ph(3)P and CS(2) gave the corresponding PEG-supported phenyl isothiocyanate. Treatment of the phenyl isothiocyanate with different primary amines led, via intramolecular cyclization and simultaneous cleavage from PEG, to 2-thioxoquinazoline-4-ones with of moderate to excellent yields.
Peng
Hongdan
H
Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Faculty of Chemistry and Chemical Engineering, Hubei University, Wuhan, Hubei, PR China.
Huang
Yanling
Y
Yang
Jianhong
J
Chen
Zuxing
Z
Yang
Guichun
G
D015394:Molecular Structure; D011092:Polyethylene Glycols / Q000737:chemistry*; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry; D012995:Solubility
D052999:Quinazolinones; D011092:Polyethylene Glycols