4.7 Article

Palladium-Catalyzed Cyclocarbonylation of Arynes with Methyl Allyl Carbonates: Selective Synthesis of 1H-Inden-1-ones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 10, Pages 3484-3487

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo1003828

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Funding

  1. Hunan Provincial Education Department [08B053, 08A037]
  2. Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education of China) [KLCBTCMR2008-11]
  3. New Century Excellent Talents in University [NCET-06-0711]

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A selective protocol for the synthesis of 2-methylene-3-substituted-2,3-dihydro-1H-inden-1-ones and 2-benzylidene-2,3-dihydro-1H-inden-1-ones has been developed via palladium-catalyzed cyclocarbonylation reactions of arynes with allyl carbonates and carbon monooxide (CO). It is noteworthy that the selectivity of this new route is depended on both substrates and ligands.

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