# One-Pot Synthesis and Photochemical Diversification of Pyrazolo[1,2‑a]pyridazinones into 3D-Rich Scaffolds

**Authors:** Ines Babnik, Nejc Petek, Uroš Grošelj, Jurij Svete, Bogdan Štefane

PMC · DOI: 10.1021/acs.joc.5c02313 · The Journal of Organic Chemistry · 2026-01-17

## TL;DR

A new method for making complex chemical structures called pyrazolo[1,2-a]pyridazinones using light and simple conditions.

## Contribution

A one-pot synthesis and light-driven diversification of pyrazolo[1,2-a]pyridazinones into 3D-rich scaffolds without photocatalysts.

## Key findings

- A one-pot synthesis of pyrazolo[1,2-a]pyridazinones from tetrahydropyridazines was developed.
- Photoinduced transformations produce diverse derivatives like tricyclic cyclobutenes and γ-(pyrazol-1-yl)butanals.
- The method is efficient and atom-economical under mild conditions.

## Abstract

We report a one-pot,
three-component synthesis of pyrazolo­[1,2-a]­pyridazinones
from tetrahydropyridazines, a transformation
that was historically challenging due to competing ring contractions.
The resulting compounds undergo photoinduced transformations, without
the need for external photocatalysts, to afford diverse 3D-rich derivatives,
including tricyclic cyclobutenes and γ-(pyrazol-1-yl)­butanals.
Enabled by mild conditions, this strategy offers an efficient, atom-economical
route to structurally diverse pyrazolo­[1,2-a]­pyridazinones
and their derivatives.

## Full-text entities

- **Chemicals:** TFA (MESH:D014269), anthracene (MESH:C034020), pivaldehyde (MESH:C001058), Pyrazoles (MESH:D011720), Lewis acid (MESH:D058116), amide (MESH:D000577), Zn(OTf)2 (MESH:C000726230), methanol (MESH:D000432), alkynes (MESH:D000480), acetonitrile (MESH:C032159), Et3N (-), 13C (MESH:C000615229), tetrahydrofuran (MESH:C018674), LiHMDS (MESH:C442341), carbazates (MESH:C010877), pyrazolone (MESH:C038362), pyrrolidinones (MESH:D011760), Ar (MESH:D001128), DCM (MESH:D008752), C (MESH:D002244), copper (MESH:D003300), trans-2-hexen-1-al (MESH:C051750), cinnamaldehyde (MESH:C012843), OH (MESH:C031356), oxygen (MESH:D010100), phenylacetylene (MESH:C044736), pyridazine (MESH:C062482), water (MESH:D014867), benzaldehyde (MESH:C032175), aldehydes (MESH:D000447), H (MESH:D006859)

## Full text

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## Figures

6 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12865765/full.md

## References

59 references — full list in the complete paper: https://tomesphere.com/paper/PMC12865765/full.md

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Source: https://tomesphere.com/paper/PMC12865765