Palladium-catalyzed direct arylation is a green alternative to traditional cross-coupling methods. By avoiding organometallic pre-functionalization, direct arylation minimizes hazardous waste and synthetic steps while improving atom economy. Unfortunately, there are only limited reports of palladium-catalyzed direct arylation in the presence of unprotected protic functional groups. To address this issue, we have focused on selective C-H activation with alcohol-containing coupling partners. A wide substrate scope, including a range of heterocycles and aryl halides, has been achieved by thorough optimization of the reaction conditions. Detailed small-molecule studies and potential polymer applications will be presented.

Palladium-catalyzed direct arylation with unprotected alcohol-containing substrates

247th National Meeting (2014)

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