# A divergent synthetic approach to tricyclic Furo[3,2-e]indolizines via base-mediated tandem annulations of diethyl malonate with aromatic bromomethyls

**Authors:** Sandya Tambi Dorai, Sandeep Chandrashekharappa

PMC · DOI: 10.1039/d6ra00540c · RSC Advances · 2026-02-19

## TL;DR

A new metal-free method efficiently creates complex tricyclic compounds useful in medicinal chemistry.

## Contribution

A transition-metal-free, one-pot synthesis of tricyclic furoindolizines is introduced.

## Key findings

- The method uses a tandem Knoevenagel–aldol annulation, O-alkylation, and cyclization.
- It provides good to excellent yields of structurally diverse furoindolizines.
- The approach is practical and uses readily available starting materials.

## Abstract

A base-promoted, transition-metal-free one-pot method for the divergent synthesis of tricyclic furo[3,2-e]indolizines is described. The reaction of 1-(2-oxo-2-phenylethyl)-1H-pyrrole-2-carbaldehyde, diethyl malonate, and aromatic bromomethyl derivatives proceeds through a tandem Knoevenagel–aldol annulation, O-alkylation, and intramolecular cyclization to afford the corresponding furoindolizine products in good to excellent yields. The protocol employs readily accessible starting materials, operates under simple and transition-metal-free conditions, and enables the rapid construction of structurally diverse furo[3,2-e]indolizine frameworks. These features highlight the synthetic efficiency and practical applicability of the approach, making it a valuable platform for heterocyclic synthesis and potential applications in medicinal chemistry.

A base-promoted, transition-metal-free one-pot method for the divergent synthesis of tricyclic furo[3,2-e]indolizines is described.

## Linked entities

- **Chemicals:** diethyl malonate (PubChem CID 7761)

## Full-text entities

- **Diseases:** cancer (MESH:D009369), inflammation (MESH:D007249), infectious diseases (MESH:D003141), tuberculosis (MESH:D014376)
- **Chemicals:** ester (MESH:D004952), triethylamine (MESH:C016162), acetonitrile (MESH:C032159), Cl (MESH:D002713), ketone (MESH:D007659), C (MESH:D002244), Indolizine (MESH:C035094), Aldol (MESH:C116609), NO2 (MESH:D009585), 1-bromo-4-(bromomethyl)benzene (MESH:C401825), phenacyl bromide (MESH:C013190), nitrile (MESH:D009570), sodium hydride (MESH:C524957), thionyl chloride (MESH:C023589), bromoacetonitrile (MESH:C000624721), Br (MESH:D001966), potassium tert-butoxide (MESH:C077664), metal (MESH:D008670), (S)-glutamic acid (-), 4-nitro benzyl bromide (MESH:C027563), K2CO3 (MESH:C037593), Benzyl bromides (MESH:C038682), furan (MESH:C039281), ethanol (MESH:D000431), ethyl bromoacetate (MESH:C010144), DMSO (MESH:D004121), indole (MESH:C030374), diethyl malonate (MESH:C498810), halogen (MESH:D006219), indoles (MESH:D007211), Pyrrole (MESH:D011758), DMF (MESH:D004126), DIPEA (MESH:C027070), piperidine (MESH:C032727), Schiff base (MESH:D012545), cesium carbonate (MESH:C545311), DBU (MESH:C031033), sodium borohydride (MESH:C025364), NaH (MESH:C025451), F (MESH:D005461), aluminium trichloride (MESH:D000077410)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12917731/full.md

## References

25 references — full list in the complete paper: https://tomesphere.com/paper/PMC12917731/full.md

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Source: https://tomesphere.com/paper/PMC12917731