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PreprintCC BY-NC-NDChemRxiv

Morita-Baylis-Hillman Allyl-Aryl Sulfoxides for the Dual Functionalization of Indoles via Interrupted Pummerer Rearrangement: Unlocking its Anticancer Potential

  • Aishwarya Subramanian1,2
  • Trinadh Ballanki1,2
  • Siddireddi Kalyanram1,3
  • Vaishnu Suresh Kumar4,5
  • Mohit Garg4,5
  • Diego Quezada6
  • Jebiti Haribabu7
  • Baby Viswambharan1,2
7 affiliations
  1. 1Department of Chemistry
  2. 2National Institute of Technology
  3. 3Central University of Tamil Nadu
  4. 4Department of Chemical Engineering
  5. 5Birla Institute of Technology and Science
  6. 6Instituto de Ciencias Aplicadas, Universidad Autónoma de Chile, Del Valle 534, Huechuraba, Santiago, Chile
  7. 7Faculty of Medicine, University of Atacama, Los Carreras 1579, Copiapó, Chile, 1532502
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Abstract

Employing Morita-Baylis-Hillman derived trisubstituted allyl aryl sulfoxides for a one-step dual vicinal functionalisation of indoles for the first time towards the synthesis of 3-aryl-thio-2-allyl indoles. The reaction proceeds via sulfoxide activation, nucleophilic attack of indole and a charge-accelerated [3,3]sigmatropic rearrangement. Selected compounds from the synthesized library showed significant anticancer activity against MDA-MB-7 cell lines with low toxicity towards normal MCF-10A cell line highlighting their potential as anticancer agents.

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Cite

BibTeXRIS
BibTeX
@misc{subramanian2026moritabaylishillman,
  title = {{Morita-Baylis-Hillman Allyl-Aryl Sulfoxides for the Dual Functionalization of Indoles via Interrupted Pummerer Rearrangement: Unlocking its Anticancer Potential}},
  author = {Aishwarya Subramanian and Trinadh Ballanki and Siddireddi Kalyanram and Vaishnu Suresh Kumar and Mohit Garg and Diego Quezada and Jebiti Haribabu and Baby Viswambharan},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15009042/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009042/v1},
  note = {CC BY-NC-ND},
}
RIS
TY  - UNPB
TI  - Morita-Baylis-Hillman Allyl-Aryl Sulfoxides for the Dual Functionalization of Indoles via Interrupted Pummerer Rearrangement: Unlocking its Anticancer Potential
AU  - Aishwarya Subramanian
AU  - Trinadh Ballanki
AU  - Siddireddi Kalyanram
AU  - Vaishnu Suresh Kumar
AU  - Mohit Garg
AU  - Diego Quezada
AU  - Jebiti Haribabu
AU  - Baby Viswambharan
PY  - 2026
DA  - 2026/09/18
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15009042/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009042/v1
AB  - Employing Morita-Baylis-Hillman derived trisubstituted allyl aryl sulfoxides for a one-step dual vicinal functionalisation of indoles for the first time towards the synthesis of 3-aryl-thio-2-allyl indoles. The reaction proceeds via sulfoxide activation, nucleophilic attack of indole and a charge-accelerated [3,3]sigmatropic rearrangement. Selected compounds from the synthesized library showed significant anticancer activity against MDA-MB-7 cell lines with low toxicity towards normal MCF-10A cell line highlighting their potential as anticancer agents.
ER  -