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DOI: 10.1055/s-2001-11413
Solid-phase Synthesis of Quinazoline-2,4-diones Using SNAr Reaction
Publikationsverlauf
Publikationsdatum:
31. Dezember 2001 (online)
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We report an efficient solid-phase synthesis of diverse 1,3N-disubstituted quinazoline-2,4-diones. Since substitutions at the 1N-position of quinazolidine-2,4-diones were introduced by reaction between primary amines and 2-fluoro-5-nitrobenzoyl amides (SNAr reaction), substitutions that cannot be prepared by alkylation or arylation can be easily introduced. In addition, the nitro group of quinazoline-2,4-diones can be repeatedly reduced to provide 3N-amines for quinazoline-2,4-dione syntheses, allowing the synthesis of quinazoline-2,4-dione oligomers and polymers. An oligomer with four quinazoline-2,4-dione units was successfully synthesized.
solid-phase synthesis - quinazoline-2,4-dione - SNAr reaction - polymer