4.8 Article

Bromine Radical-Mediated Sequential Radical Rearrangement and Addition Reaction of Alkylidenecyclopropanes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 2, Pages 632-635

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja311821h

Keywords

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Funding

  1. MEXT [2105]
  2. Japan Society for the Promotion of Science
  3. Grants-in-Aid for Scientific Research [21106003, 12J07483] Funding Source: KAKEN

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Bromine radical-mediated cyclopropylcarbinyl-homoallyl rearrangement of alkylidenecyclopropanes was effectively accomplished by C-C bond formation with allylic bromides, which led to the syntheses of 2-bromo-1,6-dienes. A three-component coupling reaction comprising alkylidenecyclopropanes, allylic bromides, and carbon monoxide also proceeded well to give 2-bromo-1,7-dien-5-ones in good yield.

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