55182-61-1Relevant academic research and scientific papers
": A Jack of Trio "-robust one-pot metal free oxidative amination, azidation and peroxidation of phenols
Sarkar, Debayan,Ghosh, Manoj Kumar,Rout, Nilendri,Kuila, Puspendu
, p. 3715 - 3718 (2017)
Herein we disclose a highly efficient methodology for the generation of nitrogen containing quaternary carbon centres via aminative and azidative oxidative dearomatization of phenols. The same protocol has also been successfully employed to achieve oxidative peroxidation of phenols. The simplest metal free reaction conditions delineate an easy breakthrough to the "Trio"- oxidative amination, azidation and peroxidation. An array of diverse polyfunctionalised heterocycles has been synthesized in one pot.
Phenolic Oxidation Using H2O2 via in Situ Generated para-Quinone Methides for the Preparation of para-Spiroepoxydienones
McLaughlin, Michael F.,Massolo, Elisabetta,Cope, Thomas A.,Johnson, Jeffrey S.
supporting information, p. 6504 - 6507 (2019/09/04)
Phenols are attractive starting materials for the preparation of highly substituted cyclohexane rings via dearomative processes. Herein we report an efficient preparation of dearomatized 1-oxaspiro[2.5]octa-4,7-dien-6-ones (para-spiroepoxydienones) via the nucleophilic epoxidation of in situ generated para-quinone methides from 4-(hydroxymethyl)phenols using aqueous H2O2. The developed protocol bypasses the need for stoichiometric bismuth reagents or diazomethane, which are frequently deployed for p-spiroepoxydienone preparation. The p-spiroepoxydienones are further elaborated in numerous downstream complexity-building transformations.
UNUSUAL DISPROPORTIONATION ENCOUNTERED IN THE ALUMINA-CATALYZED DEHYDRATION OF 4-(α-HYDROXYETHYL)PHENOLS
Kamogawa, Hiroyoshi,Watanabe, Motoshi,Oka, Saichiro,Nanasawa, Masato
, p. 793 - 794 (2007/10/02)
Alumina-catalyzed dehydrations of 4-(α-hydroxyethyl)phenols provided unusual disproportionation products: 4-ethylphenols and 4-acetylphenols and their tautomers.
