4.8 Article

Direct Alkenylation of Allylbenzenes via Chelation-Assisted C-C Bond Cleavage

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 31, Pages 9788-9792

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b03718

Keywords

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Funding

  1. JSPS KAKENHI [17K19126, 16H04150, 15H0S839, 16H01040, 18H04271]
  2. Research Grant of Keio Leading-edge Laboratory of Science Technology
  3. Grants-in-Aid for Scientific Research [16H01040, 17K19126, 18H04271, 16H04150] Funding Source: KAKEN

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A novel method for direct transformation of allyl groups in allylbenzene derivatives to alkenyl groups via rhodium-catalyzed C-C bond cleavage is reported. The alkenylation with styrenes of allylbenzenes containing pyridyl and pyrazolyl groups as a directing group proceeded efficiently to give alkenylation products. We also developed a new protocol for transformation of an ortho-prenylated phenol to an aniline derivative.

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