4.6 Article

Tandem Diels-Alder/oxidation-aromatization reactions involving 2-styrylchromones and arynes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 33, Pages 6077-6085

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob01199k

Keywords

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Funding

  1. National Science Foundation of China [21572027, 21602023]
  2. Chongqing Research and Frontier Technology [cstc2016jcyjA0403, cstc2018jcyjA3215]
  3. Fundamental Research Funds for the Central Universities [2018CDYXYX0027]

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Transition-metal-free Diels-Alder and tandem Diels-Alder/oxidation-aromatization reactions of 2-styrylchromones with arynes have been demonstrated under mild reaction conditions with a wide range of substrates. The tandem process afforded functionalized benzo[c]xanthone derivatives in moderate to good yields. This efficient protocol allows rapid access to either dihydrobenzo[c]xanthone and benzo[c]xanthone derivatives selectively by simply changing the atmosphere of the reaction.

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