4.7 Article

A Streamlined Synthesis of 2,3-Dihydrobenzofurans via the ortho-Quinone Methides Generated from 2-Alkyl-Substituted Phenols

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 2-3, Pages 383-387

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300830

Keywords

2; 3-dihydrobenzofurans; ortho-quinone methides; synthesis

Funding

  1. National Natural Science Foundation of China [21125208, 20921092]
  2. National Basic Research Program of China [2010CB833300]

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A facile method for the stereoselective synthesis of trans-2,3-dihydrobenzofurans from ortho-quinone methides in situ generated from readily available 2-alkyl-substituted phenols using silver oxide-mediated oxidation has been developed. Additionally, the 2,3-dihydrobenzofurans can be further transformed into the aromatized 2,3-disubstituted benzofurans in the presence of DDQ.

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