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Access to Chromenopyrrole via Tandem [3 + 2] Cycloaddition and Intramolecular C-O Coupling.

Bubul DasNikita ChakrabortyHirendra Nath DharaPratip BhattacharyyaBhisma K Patel
Published in: The Journal of organic chemistry (2024)
A mild and concise method for the synthesis of chromenopyrrole from 2'-hydroxychalcone is devised. The reaction proceeds via an initial [3 + 2] cycloaddition on the C═C bond of 2'-hydroxychalcone and 1,3-dipolarophile, generated in situ by the reaction of ethyl isocyanoacetate and AgOAc. This is then followed by an intramolecular C-O bond formation with the -OH group and C5-H of the in situ generated pyrrole, leading to chromenopyrroles.
Keyphrases
  • electron transfer
  • energy transfer
  • room temperature
  • ionic liquid
  • transition metal
  • quantum dots