4.8 Article

Rhodium-Catalyzed Tandem Annulation and (5+1) Cycloaddition: 3-Hydroxy-1,4-enyne as the 5-Carbon Component

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 45, Pages 16797-16800

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja408829y

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Funding

  1. NIH [R01GM088285]
  2. University of Wisconsin

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A Rh-catalyzed tandem annulation and (5 + 1) cycloaddition was realized. 3-Hydroxy-1,4-enyne served as the new 5-carbon component for the (5 + 1) cycloaddition. Substituted carbazoles, dibenzofurans, and tricyclic compounds containing a cyclohexadienone moiety could be prepared efficiently. The identification of a byproduct suggests that metal carbene and ketene intermediates may be involved in the (5 + 1) cycloaddition.

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