4.2 Article

NEW SYNTHESIS OF TETRAHYDROBENZODIFURANS BY ITERATIVE COUPLING OF QUINONE MONOACETALS WITH ALKENE NUCLEOPHILES

Journal

HETEROCYCLES
Volume 93, Issue 1, Pages 295-309

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-15-S(T)41

Keywords

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Funding

  1. JSPS
  2. MEXT
  3. Asahi Glass Foundation
  4. Grants-in-Aid for Scientific Research [16K08186] Funding Source: KAKEN

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A new efficient synthetic strategy of tetrahydrobenzodifurans has been developed by the repetitive [3+2] couplings of quinone monoacetals with alkene nucleophiles. Both the symmetrical and unsymmetrical tetrahydrobenzodifurans can be easily synthesized by this continuous method by altering the type of alkenes. These tetrahydrobenzodifurans have also become a useful precursor of highly-substituted benzofurans by dehydrogenation.

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