title: 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.
authors.affiliation: School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea. yrlee@yu.ac.kr.
authors.forename: Shizuka Mei Bautista
authors.initials: SM
authors.lastname: Maezono
authors.affiliation: School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea. yrlee@yu.ac.kr.
authors.forename: Tej Narayan
authors.identifier: http://orcid.org/0000-0002-0390-107X
authors.initials: TN
authors.lastname: Poudel
authors.affiliation: School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea. yrlee@yu.ac.kr.
authors.forename: Yong Rok
authors.identifier: http://orcid.org/0000-0002-4048-8341
authors.initials: YR
authors.lastname: Lee
mesh_terms: D000171:Acrolein / Q000031:analogs & derivatives / Q000737:chemistry; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000037:antagonists & inhibitors*; D047188:Chalcones / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D015394:Molecular Structure; D010851:Picrates / Q000037:antagonists & inhibitors*; D059808:Polyphenols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011407:Propane / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D047188:Chalcones; D010851:Picrates; D059808:Polyphenols; D000171:Acrolein; C004931:1,1-diphenyl-2-picrylhydrazyl; C012843:cinnamaldehyde; D011407:Propane