Development of a general Pd(II)-catalyzed intermolecular hydroalkoxylation reaction of vinylphenols by using a sacrificial alcohol as the hydride source.
A general hydroalkoxylation of vinylphenols has been successfully developed wherein primary, secondary, and tertiary alcohols can be used as nucleophiles. The key conceptual breakthrough is the use of sec-phenethyl alcohol at relatively low concentrations as the sacrificial alcohol to undergo oxidation and provide the proposed Pd-H intermediate. [reaction: see text].
Zhang
Yang
Y
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
Sigman
Matthew S
MS
D000098:Acetophenones / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D012997:Solvents
D000098:Acetophenones; D000438:Alcohols; D010636:Phenols; D012997:Solvents; D010165:Palladium; D006859:Hydrogen; C030626:4-vinylphenol