Cyclopropyl Carbinol: A Versatile Motif for the Synthesis of Diene and Naphthalene Compounds under Ultra‐Low Loading of Catalytic Bismuth(III) Trifluoromethanesulfonate
Abstract Cyclopropyl carbinol serves as a versatile intermediate for the construction of structurally diverse molecular frameworks. In this study, we report the use of bismuth(III) trifluoromethanesulfonate (Bi(OTf)₃) as a highly efficient catalyst for the conversion of cyclopropyl carbinol derivatives into dienes and naphthalene compounds. Operating with only 0.5 mol% catalyst under mild conditions (85 °C), this method demonstrates high yields, broad substrate scope. Comparative studies reveal the superior catalytic performance of Bi(OTf)₃ over other Lewis acids. Additionally, this protocol significantly reduces catalyst loading, reaction time, and energy consumption, addressing key challenges in green chemistry. The developed methodology offers a powerful platform for synthesizing complex molecules.
Authors
- Jumreang Tummatorn (ORCID: https://orcid.org/0000-0002-1662-151X)
- Somsak Ruchirawat (ORCID: https://orcid.org/0000-0001-5842-4330)
- Charnsak Thongsornkleeb (ORCID: https://orcid.org/0000-0003-2653-5137)
- Rujiphon Saewa
Institutions
- Chulabhorn Graduate Institute (TH)
- Chulabhorn Research Institute (TH)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-03-25
- DOI
- https://doi.org/10.1002/ajoc.202500208
- Primary Topic
- Chemical Synthesis and Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00