4.8 Article

Access to Substituted Propenoic Acids via Rh(III)-Catalyzed C-H Allylation of (Hetero)Arenes with Methyleneoxetanones

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ORGANIC LETTERS
卷 19, 期 21, 页码 5972-5975

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02983

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资金

  1. NSFC [21525208, 21472186]
  2. fund for new technology of methanol conversion of Dalian Institute of Chemical Physics (Chinese Academy of Sciences)
  3. Chinese Academy of Sciences [XDB17020300]

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An efficient synthesis of disubstituted acrylic acids has been realized via Rh(III)-catalyzed C-H activation of (hetero)arenes and coupling with four-membered methyleneoxetanones under redox-neutral conditions. In most cases, the reactions are silver-free, and the products are exclusively E-selective with a broad substrate scope. The transformation proceeds via ortho C-H activation followed by selective olefin insertion and beta-oxygen elimination.

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