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Diaryl ethers using Fischer chromium carbene mediated benzannulation
S R Pulley1, S Sen, A Vorogushin
1Department of Chemistry, University of Missouri-Columbia 65211-7600, USA. pulleys@missouri.edu
Organic Letters
|June 3, 2000
Summary
Researchers developed a new benzannulation strategy for synthesizing diaryl ethers. This method uses aryloxy-substituted Fischer carbenes and alkynes for efficient, neutral, near-ambient temperature formation of these biologically relevant compounds.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Diaryl ether linkages are crucial structural motifs in biologically active compounds.
- Developing efficient synthetic routes for diaryl ethers remains a significant challenge in organic chemistry.
Purpose of the Study:
- To introduce a novel benzannulation strategy for the synthesis of diaryl ethers.
- To provide a new methodology for accessing diaryl ether compounds with high biological relevance.
Main Methods:
- The study employs a [3 + 2 + 1] cycloaddition reaction.
- Aryloxy-substituted Fischer carbenes are reacted with alkynes to form the diaryl ether scaffold.
Main Results:
- The described methodology successfully synthesizes diaryl ethers.
- The reaction proceeds under neutral conditions and near ambient temperatures, offering a mild synthetic route.
Conclusions:
- The novel benzannulation strategy provides an efficient and accessible method for diaryl ether synthesis.
- This approach facilitates the preparation of important compounds with potential biological applications.