4.8 Article

The Rearrangement of tert-Butylperoxides for the Construction of Polysubstituted Furans

Journal

ORGANIC LETTERS
Volume 15, Issue 21, Pages 5432-5435

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402509u

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Funding

  1. National Science Foundation of China [21072223, 21272267]
  2. Fundamental Research Funds for the Central Universities
  3. Renmin University of China [10XNL017]

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The Bronsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum-DelaMare rearrangements and acid-promoted Paal-Knorr reactions.

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