4.8 Article

Synthesis of α-Diketones from Alkylaryl- and Diarylalkynes Using Mercuric Salts

Journal

ORGANIC LETTERS
Volume 16, Issue 8, Pages 2142-2145

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol500592m

Keywords

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Funding

  1. National Institutes of Health
  2. SPORE grant in Prostate Cancer
  3. National Science Foundation [CHE-1048804]
  4. National Center for Research Resources [S10RR025631]

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Both alkylarylalkynes and diarylalkynes 1 are converted into the alpha-diketones 2 in good yield by the use of mercuric salts, e.g., mercuric nitrate hydrate or mercuric triflate, in the presence of water. Other mercuric salts, e.g., sulfate, chloride, acetate, or trifluoroacetate, do not provide the diketone product. A possible mechanism is proposed.

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