Synthetic Strategy of RITA Drug Enabled by N‐Heterocylic Carbene <i>via</i> 1,4‐Synthon Formation and DFT Studies**
Abstract This paper describes an efficient and convenient procedure to synthesize substituted symmetrical 1,4‐butanedione derivatives via a double Stetter reaction using divinyl sulfone and corresponding aldehydes with broad substrate scopes. A theoretical investigation and DFT calculation were studied to form 1,4‐di(thiophene‐2‐yl)butane‐1,4‐dione from thiophene‐2‐carboxaldehyde and the mechanism was proposed. A substrate 1,4‐di(thiophene‐2‐yl)butane‐1,4‐dione was subjected to Paal Knorr furan synthesis, Vilsmeier‐Haack di‐formylation followed by sodium borohydride reduction delivered the RITA drug.
Authors
- Nithya Murugesh (ORCID: https://orcid.org/0000-0002-6167-5015)
- Seenuvasan Vedachalam (ORCID: https://orcid.org/0000-0003-2444-1903)
- Packirisamy Kuzhalmozhi Madarasi (ORCID: https://orcid.org/0000-0003-3864-8761)
- Ramasamy Karvembu (ORCID: https://orcid.org/0000-0001-8966-8602)
- Rekha Muthuvel
- S. Saranya (ORCID: https://orcid.org/0009-0005-7367-0325)
Institutions
- National Institute of Technology Tiruchirappalli (IN)
- ITPEnergised Group (India) (IN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-03-11
- DOI
- https://doi.org/10.1002/ajoc.202400761
- Citations
- 1
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Science and Engineering Research Board