[(5+1)−1] Cyclization of Nitroepoxides to Pyridinium 1,4‐Zwitterionic Thiolates for the Synthesis of Indolizine Derivatives
Abstract The synthesis of indolizine derivatives was achieved through the reaction of pyridinium 1,4‐zwitterionic thiolates with a diverse array of 2‐methyl‐2‐nitro‐3‐aryloxiranes. Subsequent investigations unveiled a synthetic route to indolizines via a stepwise [(5+1)−1] pathway, with unstable pyridothiazines serving as transient intermediates. DFT calculations elucidated that this transformation entails sequential annulation, deacylation, desulfurization, and oxidation steps.
Authors
- Yazdanbakhsh Lotfi Nosood (ORCID: https://orcid.org/0000-0002-0081-2469)
- Ahmad Takallou (ORCID: https://orcid.org/0009-0008-8494-7141)
- Muhammad U. Anwar (ORCID: https://orcid.org/0000-0003-4740-5737)
- Sulaiman Al‐Shidhani (ORCID: https://orcid.org/0000-0002-5756-4742)
- Ahmed Al‐Harrasi (ORCID: https://orcid.org/0000-0002-0815-5942)
- Alhajaj Almaani
- Mohammad Reza Hosseini
Institutions
- Tarbiat Modares University (IR)
- University of Nizwa (OM)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2024-10-17
- DOI
- https://doi.org/10.1002/adsc.202400961
- Citations
- 5
- Primary Topic
- Synthesis and Reactivity of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- University of Nizwa