Issue 9, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
12 Jan 2017
Accepted
13 Feb 2017
First published
13 Feb 2017

Org. Biomol. Chem., 2017,15, 2052-2062

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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