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A traceless solid-phase synthesis of 2-imidazolones

✍ Scribed by Jie-Fei Cheng; Christopher Kaiho; Mi Chen; Thomas Arrhenius; Alex Nadzan


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
98 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


A traceless solid-phase synthesis of 2-imidazolones has been developed. Polymer-bound glycerol resin was reacted with bromoacetaldehyde diethyl acetal to give the cyclic acetal bromide on the solid support. Amination of the resin-bound acetal bromide followed by urea formation by reaction with isocyanates afforded the resin-bound urea acetals. The aldehyde urea intermediate, which was released from the resin upon treatment with TFA, immediately cyclized to afford the desired 2-imidazolones in good yield and purity.


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