Journal
JOURNAL OF COMBINATORIAL CHEMISTRY
Volume 3, Issue 5, Pages 469-472Publisher
AMER CHEMICAL SOC
DOI: 10.1021/cc0100161
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Terminal alkynes, secondary amines, and aldehydes undergo solid-phase Mannich condensation. A set of diverse aldehyde inputs was examined. Aliphatic, aralkyl, aryl, and heteroaryl carboxaldehydes give good yields of Mannich adduct of high purity. Benzaldehydes containing electron-donating substituents that decrease the electrophilicity of the carbonyl center, or heteroaryl aldehydes that are similarly deactivated by resonance effects, do not undergo reaction.
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