Issue 37, 2024

Hydrogen bonding-promoted tunable approach for access to aza-bicyclo-[3.3.0]octanes and cyclopenta[b] pyrroles

Abstract

A unified strategy is disclosed that builds on successfully engaging the aniline nitrogen of 1,3-amphoteric γ-aminocyclopentenone for a tandem annulation with electron-poor alkynes, solely assisted by the H-bonding network of HFIP. This metal-free mild strategy provides access to medicinally relevant aza-bicyclo-octanes en route to another important scaffold: cyclopenta[b]pyrrole.

Graphical abstract: Hydrogen bonding-promoted tunable approach for access to aza-bicyclo-[3.3.0]octanes and cyclopenta[b] pyrroles

Supplementary files

Article information

Article type
Communication
Submitted
06 Cig 2024
Accepted
03 Agd 2024
First published
04 Agd 2024

Chem. Commun., 2024,60, 4922-4925

Hydrogen bonding-promoted tunable approach for access to aza-bicyclo-[3.3.0]octanes and cyclopenta[b] pyrroles

S. Pramanik, S. Hazra, A. Chatterjee and J. Saha, Chem. Commun., 2024, 60, 4922 DOI: 10.1039/D4CC01065E

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