4.8 Article

Ruthenium(II)-Catalyzed Hydroarylation of Maleimides Using Carboxylic Acids as a Traceless Directing Group

Journal

ORGANIC LETTERS
Volume 19, Issue 15, Pages 4138-4141

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01964

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Funding

  1. CSIR New Delhi [02(0212)/14/EMR-II]

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An efficient Ru(II)-catalyzed hydroarylation of maleimides with ready-stock aryl carboxylic acids has been developed based on weak carboxylate-directed ortho C-H alkylation and concomitant decarboxylation processes, fabricating 3-aryl succinimides, a recurrent scaffold in drug molecules, in high yields (up to 97%). The protocol features operational simplicity, avoids the need for precious metal additives/oxidants, and offers broad substrate scope with formal meta- and para-selectivities. It represents the first example of Ru(II)-catalyzed direct arylation of maleimides with unbiased benzoic acids.

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