Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 40, Pages 13308-13312Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808388
Keywords
annulations; enynes; palladium; phenols; synthetic methods
Categories
Funding
- National Natural Science Foundation of China [21625203, 21472039, 21762030]
- Jiangxi Province Science and Technology Project [20171ACB20015, 20165BCB18007]
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A new palladium-catalyzed reductive [5+1] cycloaddition of 3-acetoxy-1,4-enynes with CO, enabled by hydrosilanes, has been developed for delivering valuable functionalized phenols. This methodology employs hydrosilanes as the external reagent to facilitate the [5+1] carbonylative benzannulation. The reaction is a conceptually and mechanistically novel carbonylative cycloaddition route for the construction of substituted phenols, through the formation of four new chemical bonds, with excellent functional-group tolerance.
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