Synthesis of Trisubstituted Furans from Homopropargylic Alcohols

Dess–Martin Periodinane/Brønsted Acid-Mediated Tandem Oxidation/Cyclization of Homopropargylic Alcohols for Synthesis of Trisubstituted Furans: M. Murakami, M. Miyazaki, M. Ishibashi, M. Oda, K. Takekuma, Y. Horino
Synlett 2023, DOI: 10.1055/a-2047-9765

The heterocyclic ring of furans is widespread in biologically active and natural compounds, as well as in drugs, besides finding frequent applications in materials science and functional polymers. The main synthetic challenge is represented by the construction of specifically and highly functionalized furan scaffolds through efficient and environmentally methods, such as those avoiding the use of transition metals. One such approach was recently reported by the group of Professor Yoshikazu Horino from the Chitose Institute of Science and Technology (Japan).


Professor Horino said: “We developed a facile, efficient, and metal-free single-flask procedure for synthesizing 2,3,5-trisubstituted furans from easily accessible homopropargylic alcohols under mild reaction conditions. The salient feature of this method is that transition metals are not necessary for substrate preparation and furan synthesis. We hope that this protocol represents a useful addition to the existing toolbox of furan synthesis.” 

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