TBAI‐TBHP Mediated C4‐Selective C(sp <sup>3</sup> )‐H Sulfonylation of 1,2,3,4‐Tetrahydroacridines and Oxidative Desulfonylation to 2,3‐Dihydro Acridin‐4(1H)‐Ones
Abstract A site selective, metal‐free C(sp 3 )−H sulfonylation of 1,2,3,4‐tetrahydroacridines is reported using sulfonyl hydrazides as sulfonyl source in the presence of a combination of tetrabutylammonium iodide (0.2 equiv.) and tert ‐butyl hydroperoxide (1 equiv.). This reaction was extended for the 2,3‐dihydroacridin‐4(1 H )‐ones via oxidative desulfonylation. Both sulfonylation and desulfonylation steps were achieved in good to excellent yields with broad substrate compatibility.
Authors
- Thangellapally Shirisha (ORCID: https://orcid.org/0000-0002-4496-8211)
- Dhurke Kashinath (ORCID: https://orcid.org/0000-0002-2509-0386)
- Subir Majhi (ORCID: https://orcid.org/0009-0001-7132-8017)
Institutions
- National Institute of Technology Warangal (IN)
Publication Details
- Journal
- ChemistrySelect
- Published
- 2024-10-01
- DOI
- https://doi.org/10.1002/slct.202403503
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.50