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Synthesis of Aryl‐Substituted 1,4‐Benzoquinone via Water‐Promoted and In(OTf) 3 ‐Catalyzed in situ Conjugate Addition‐Dehydrogenation of Aromatic Compounds to 1,4‐Benzoquinone in Water
Author(s) -
Zhang HaiBo,
Liu Li,
Chen YongJun,
Wang Dong,
Li ChaoJun
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200505248
Subject(s) - chemistry , dehydrogenation , regioselectivity , catalysis , conjugate , nucleophile , aryl , medicinal chemistry , quinone , in situ , 1,4 benzoquinone , benzoquinone , nucleophilic addition , organic chemistry , alkyl , mathematical analysis , mathematics
Mono‐ and diaryl‐substituted 1,4‐quinones were synthesized by the In(OTf) 3 ‐catalyzed conjugate addition of aromatic C ‐nucleophiles to 1,4‐quinone derivatives followed by in situ dehydrogenation in water. Water was found to be beneficial to the reaction. The regioselectivity of the addition reaction in water was also examined.