Triflic Anhydride-Mediated Approach to Furo[3,2-<i>b</i>]furans from Diacetonide Protected Furanoses
Trifluoromethanesulfonic anhydride (Tf<sub>2</sub>O) exhibits excellent reactivity as an electrophile, serving as a highly versatile reagent in diverse chemical transformations. Herein, we report an operationally simple, efficient, unique, and practical one-step strategy for synthesizing diverse valuable structures bearing furo[3,2-<i>b</i>]furans core leveraging Tf<sub>2</sub>O's promoted reactivity of nitriles with diacetonide protected furanose. Furthermore, we demonstrate the potential of furo[3,2-<i>b</i>]furan as a precursor for complex structures through 1,3-dipolar cycloaddition.
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)
- Mohammad Yaqoob Bhat (ORCID: https://orcid.org/0000-0002-0888-5603)
Institutions
- Indian Institute of Integrative Medicine (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-06
- DOI
- https://doi.org/10.1021/acs.joc.4c01067
- Citations
- 3
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Science and Engineering Research Board