Triflic Anhydride-Mediated Unprecedented Reactivities of Diacetonide Endoglucofuranose and Ribose Tetracetate: Direct Access to γ-Butenolides and Oxazoles
Herein, we present two unprecedented reactions for the synthesis of γ-butenolides and oxazoles, leveraging Tf<sub>2</sub>O's promoted reactivity of nitriles with diacetonide endoglucofuranose and 1,2,3,5-tetra-<i>O</i>-acetyl-β-d-ribofuranose. This method is highly efficient and straightforward and employs a one-step, metal-free protocol. It is effective with both aromatic and aliphatic nitriles and demonstrates a broad substrate scope. Our approach provides a versatile and practical pathway for the synthesis of structurally diverse compounds, significantly expanding the utility of Tf<sub>2</sub>O in synthetic chemistry.
Authors
- Norein Sakander (ORCID: https://orcid.org/0009-0002-2143-7204)
- Tariq Ahmad Dar
- Qazi Naveed Ahmed (ORCID: https://orcid.org/0000-0002-6890-7587)
Institutions
- Indian Institute of Integrative Medicine (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-05
- DOI
- https://doi.org/10.1021/acs.joc.4c01423
- Citations
- 2
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- Council of Scientific and Industrial Research, India
- Science and Engineering Research Board