4.8 Article

Gold-Catalyzed Cycloisomerization and Diels-Alder Reaction of 1,6-Diyne Esters with Alkenes and Diazenes to Hydronaphthalenes and -cinnolines

Journal

ORGANIC LETTERS
Volume 17, Issue 17, Pages 4176-4179

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01935

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Funding

  1. School of Chemistry, Monash University
  2. Department of Chemistry, University of Warwick
  3. Ministry of Education of Singapore [MOE2013-T2-1-060]

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A method for the efficient preparation of hydronaphthalene and -cinnoline derivatives by Au(I)-catalyzed cydoisomerzation of 1,6-diyne esters followed by a Diels-Alder reaction with alkenes or diazenes under mild conditions at room temperature with catalyst loadings as low as 1 mol % is described.

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