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Issue 9, 2017
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One-pot construction of sterically challenging and diverse polyarylphenols via transition-metal-free benzannulation and their potent in vitro antioxidant activity

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Abstract

This paper reports the novel and efficient one-pot synthesis of highly functionalized polyarylphenols from readily available 1,3-diarylpropan-2-ones and chalcones or cinnamaldehyde derivatives via benzannulation under transition-metal-free and aerobic conditions. This benzannulation proceeds through cascade Michael addition/intramolecular aldol/tautomerization/oxidation. This protocol produces various tetra- and tri-aryl substituted phenols in moderate to good yield. The synthesized compounds exhibited potent antioxidant activities compared to the standard BHT.

Graphical abstract: One-pot construction of sterically challenging and diverse polyarylphenols via transition-metal-free benzannulation and their potent in vitro antioxidant activity

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Article information


Submitted
12 Jan 2017
Accepted
13 Feb 2017
First published
13 Feb 2017

Org. Biomol. Chem., 2017,15, 2052-2062
Article type
Paper

One-pot construction of sterically challenging and diverse polyarylphenols via transition-metal-free benzannulation and their potent in vitro antioxidant activity

S. M. B. Maezono, T. N. Poudel and Y. R. Lee, Org. Biomol. Chem., 2017, 15, 2052
DOI: 10.1039/C7OB00078B

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