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Unlocking the Potential of Bio-Based Nitrogen-Rich Furanic Platforms as Biomass Synthons. | LitMetric

AI Article Synopsis

  • * A lesser-known compound, 3-acetamido-5-acetyl furan (3A5AF), derived from chitin, has not been studied much due to the reactivity limitations of its acetyl group.
  • * Researchers have created a more reactive variant called 3-acetamido-5-furfuryl aldehyde (3A5F), which can be used to produce nitrogen-rich compounds, carbocycles, and serve as a bioconjugation agent.

Article Abstract

The demand for new biomass-derived fine and commodity chemicals propels the discovery of new methodologies and synthons. Whereas furfural and 5-hydroxymethylfurfural are cornerstones of sustainable chemistry, 3-acetamido-5-acetyl furan (3A5AF), an N-rich furan obtained from chitin biomass, remains unexplored, due to the poor reactivity of the acetyl group relative to previous furanic aldehydes. Here we developed a reactive 3-acetamido-5-furfuryl aldehyde (3A5F) and demonstrated the utility of this synthon as a source of bio-derived nitrogen-rich heteroaromatics, carbocycles, and as a bioconjugation reagent.

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Source
http://dx.doi.org/10.1002/anie.202304449DOI Listing

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