Condensation of Vilsmeier Salts, Derived from Tetraalkylureas, with alpha-Hydroxy Amide Derivatives: One-pot Approach to Synthesize 2-Dialkylamino-2-oxazolin-4-ones

A novel and straightforward synthetic protocol was developed to synthesize 2-dialkylamino-2-oxazolin-4-ones from various Vilsmeier salts and alpha-hydroxy amides derivatives. Notably, thozalinone (3a), as a mild stimulant in tristimania and anorexic, could be synthesized simply and in a high yield u...

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Bibliographic Details
Published inChemistry letters Vol. 46; no. 2; pp. 249 - 252
Main Authors Liu, Bengen, Su, Dongshan, Wei, Zhonglin, Cao, Jungang, Liang, Dapeng, Lin, Yingjie, Duan, Haifeng
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.02.2017
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
REARRANGEMENT
One-pot synthesis
ANTIDEPRESSANT
ANALOGS
Vilsmeier salts
2-AMINO-2-OXAZOLIN-4-ONES
2-Oxazolin-4-one
INHIBITOR
SYSTEM STIMULANT ACTIVITY
CARBOXYLIC-ACIDS
CHLORIDE
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Summary:A novel and straightforward synthetic protocol was developed to synthesize 2-dialkylamino-2-oxazolin-4-ones from various Vilsmeier salts and alpha-hydroxy amides derivatives. Notably, thozalinone (3a), as a mild stimulant in tristimania and anorexic, could be synthesized simply and in a high yield using this methodology.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.161006