Room temperature, metal-free synthesis of diaryl ethers with use of diaryliodonium salts
2011 (English)In: Abstracts of Papers, 242nd ACS National Meeting & Exposition, Denver, CO, United States, August 28-September 1, 2011, American Chemical Society , 2011Conference paper (Other academic)
Diaryl ethers are common structural features in numerous natural products and biol. active compds. Despite more than a century of immense focus on finding efficient synthetic routes to this compd. class, diaryl ethers remain difficult to obtain. Routes that are catalytic in copper have been developed, but high catalyst loadings, excess reagents, elevated temps. and long reaction times are still needed. Pd-catalyzed cross-couplings of phenols and aryl halides at temps. up to 100 °C have recently been reported to give high yields of diaryl ethers. Diaryliodonium salts are non-toxic alternatives to transition metals in the synthesis of diaryl ethers and we have recently developed effective synthetic routes to these salts. Herein we report a fast, high-yielding synthesis of diaryl ethers. The reaction conditions are mild, metal-free, and avoid the use of halogenated solvents, additives, or excess reagents. Precautions to avoid air or moisture are not needed. The scope includes ortho- and halo-substituted diaryl ethers, which are difficult to obtain by metal-catalyzed protocols .
Place, publisher, year, edition, pages
American Chemical Society , 2011.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-61657OAI: oai:DiVA.org:su-61657DiVA: diva2:436779
242nd ACS National Meeting & Exposition, Denver, CO, United States, August 28-September 1, 2011
FunderSwedish Research Council, 621-2008-3709