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A Lewis‐Acid‐Catalyzed Phenolic Ether ‘O to C’ Rearrangement: Synthesis of 4‐Aryldihydrocoumarins

A Lewis‐Acid‐Catalyzed Phenolic Ether ‘O to C’ Rearrangement: Synthesis of 4‐Aryldihydrocoumarins An efficient O to C rearrangement of phenolic ethers is developed. The Lewis acid BF3⋅OEt2 (0.5 equiv) could catalyze the O to C migration of β‐aryloxy‐β‐arylesters to β,β‐bis‐arylesters, thereby the free phenolic OH cyclizes with the ester group, resulting in the formation of 4‐aryldihydrocoumarins. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

A Lewis‐Acid‐Catalyzed Phenolic Ether ‘O to C’ Rearrangement: Synthesis of 4‐Aryldihydrocoumarins

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References (54)

Publisher
Wiley
Copyright
© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201900213
Publisher site
See Article on Publisher Site

Abstract

An efficient O to C rearrangement of phenolic ethers is developed. The Lewis acid BF3⋅OEt2 (0.5 equiv) could catalyze the O to C migration of β‐aryloxy‐β‐arylesters to β,β‐bis‐arylesters, thereby the free phenolic OH cyclizes with the ester group, resulting in the formation of 4‐aryldihydrocoumarins.

Journal

Asian Journal of Organic ChemistryWiley

Published: Jul 1, 2019

Keywords: ; ; ; ;

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