Synlett 2022; 33(08): 785-790
DOI: 10.1055/a-1782-7150
letter

Potassium tert-Butoxide Promoted Intramolecular Mizoroki–Heck-Type Radical Cyclization: Photoluminescence Properties and Application in Live Cancer-Cell Imaging

Mahalingam Sivaraman
a   Organic & Bioorganic Chemistry, CSIR- Central Leather Research Institute, Chennai-600020, India
,
Sivakalai Mayakrishnan
a   Organic & Bioorganic Chemistry, CSIR- Central Leather Research Institute, Chennai-600020, India
,
Chandrasekar Balachandran
b   Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda 278-8510, Japan
c   Research Institute for Biomedical Sciences (RIBS), Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan
,
Shin Aoki
b   Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda 278-8510, Japan
c   Research Institute for Biomedical Sciences (RIBS), Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan
,
Narayanan Uma Maheswari
a   Organic & Bioorganic Chemistry, CSIR- Central Leather Research Institute, Chennai-600020, India
,
Paramasivan T. Perumal
a   Organic & Bioorganic Chemistry, CSIR- Central Leather Research Institute, Chennai-600020, India
› Institutsangaben

M.S. and S.M. thanks the Council of Scientific and Industrial Research, New Delhi, India for research fellowships.


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Abstract

Privileged indole-fused phenanthridinones were synthesized by an inexpensive potassium tert-butoxide-promoted intramolecular Mizoroki–Heck-type radical cyclization. This method offers high atom- and step-economic C–C bond formation. An array of the synthesized compounds showed good photoluminescence properties, and could be successfully applied as fluorescent bioprobes for imaging of living cancer cells.

Supporting Information



Publikationsverlauf

Eingereicht: 18. Januar 2022

Angenommen nach Revision: 25. Februar 2022

Accepted Manuscript online:
25. Februar 2022

Artikel online veröffentlicht:
25. April 2022

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