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PreprintCC BY-NC-NDChemRxiv

Electrosynthesis of Bis-spirocycles via a Radical Strain-Release Dearomatization Cascade

  • Pooja Bhardwaj
  • Braja Kishor Paul
  • Padmanabha Samanta
  • Pintu Kumbhakar
  • Aritri Saha
  • Suman De Sarkar
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Abstract

This report presents an electro-oxidative approach to synthesize functionalized bis-spirocycles by combining the strain-release reactivity of bicyclo[1.1.0]butanes (BCBs) with arene dearomatization in a radical cascade. Various radical precursors can undergo this transformation under mild, oxidant- and mediator-free conditions, allowing efficient production of complex, three-dimensional bis-spirocyclic structures with high functional-group tolerance. Mechanistic investigations indicate an anodically driven radical cascade, involving radical addition to the BCB, strain-release ring opening, and subsequent ipso-dearomatization.

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Cite

BibTeXRIS
BibTeX
@misc{bhardwaj2026electrosynthesis,
  title = {{Electrosynthesis of Bis-spirocycles via a Radical Strain-Release Dearomatization Cascade}},
  author = {Pooja Bhardwaj and Braja Kishor Paul and Padmanabha Samanta and Pintu Kumbhakar and Aritri Saha and Suman De Sarkar},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15008903/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008903/v1},
  note = {CC BY-NC-ND},
}
RIS
TY  - UNPB
TI  - Electrosynthesis of Bis-spirocycles via a Radical Strain-Release Dearomatization Cascade
AU  - Pooja Bhardwaj
AU  - Braja Kishor Paul
AU  - Padmanabha Samanta
AU  - Pintu Kumbhakar
AU  - Aritri Saha
AU  - Suman De Sarkar
PY  - 2026
DA  - 2026/09/16
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15008903/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008903/v1
AB  - This report presents an electro-oxidative approach to synthesize functionalized bis-spirocycles by combining the strain-release reactivity of bicyclo[1.1.0]butanes (BCBs) with arene dearomatization in a radical cascade. Various radical precursors can undergo this transformation under mild, oxidant- and mediator-free conditions, allowing efficient production of complex, three-dimensional bis-spirocyclic structures with high functional-group tolerance. Mechanistic investigations indicate an anodically driven radical cascade, involving radical addition to the BCB, strain-release ring opening, and subsequent ipso-dearomatization.
ER  -