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The dienone–phenol rearrangement is a reaction in organic chemistry first reported in 1921 by Karl von Auwers and Karl Ziegler. A common example of dienone–phenol...

3,4,4,5-tetramethylcyclohexa-2,5-dienone. Although it is a dienone and thus has the necessary structure for a dienone–phenol rearrangement, the methyl...

A dienone is a class of organic compounds with the general formula (R2C=CR)2C=O, where R is any substituent, but often H. They are formally "derived from...

entirely in the enol form. 4,4' Substituted cyclohexadienone can undergo a dienone–phenol rearrangement in acid conditions and form stable 3,4‐disubstituted...

In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (−O H) bonded directly...

compound with the formula (C6H5C)4C4C=O. It is classified as a cyclic dienone. It is a dark purple to black crystalline solid that is soluble in organic...

Award, the Karl Ziegler Prize [de] (worth 50,000 euros)[citation needed] Dienone–phenol rearrangement List of Nobel laureates in Chemistry Nobel Lectures...

CH3C(O)CH2C(O)CF3 CH3C(O)CH=C(OH)CF3 32 Hexafluoroacetylacetone CF3C(O)CH2C(O)CF3 CF3C(O)CH=C(OH)CF3 ~104 Cyclohexa-2,4-dienone Phenol C6H5OH >1012...

accounts for the observed biological effects. The cyclopropyl group in the dienone is highly reactive as an electrophile, not only because it is conjugated...

("hexachlorophenol"). Hydrolysis of the dichloromethylene group in this dienone gives chloranil: C6H5OH + 6 Cl2 → C6Cl6O + 6 HCl C6Cl6O + H2O → C6Cl4O2...

(−263 °C). It dimerizes readily upon thawing the matrix at 38 K (−235 °C). Dienone Ogliaruso, Michael A.; Romanelli, Michael G.; Becker, Ernest I. (1965)...

particular reaction, the trapping reagent is 2,3,4,5-tetraphenylcyclopenta-2,4-dienone and one of the final products (after expulsion of carbon monoxide) is a...

c). The first step of this synthesis is the generation of a conjugated dienone 112 from 111 in 4 steps. This is followed by the addition of a benzyl vinyl...

(2007). "A Novel Reaction of the "Huisgen Zwitterion" with Chalcones and Dienones: An Efficient Strategy for the Synthesis of Pyrazoline and Pyrazolopyridazine...

which resembles a pagoda. Penguinone 3,4,4,5-tetramethylcyclohexa-2,5-dienone; a two-dimensional representation of its structure resembles a penguin...

organozinc addition reaction conditions the other functionality of the dienone and the alkyne are tolerated: The formation of the zinc acetylide proceeds...

101787. PMC 6366974. PMID 30694217. Bazzaro M, Linder S (November 2020). "Dienone Compounds: Targets and Pharmacological Responses". Journal of Medicinal...

John; Zaidi, Javid Hussain (1985). "Synthesis of a 4-acylcyclohexa-2,5-dienone: 3,4-dihydro-3,3,8a-trimethyl-naphthalene-1,6(2H,8aH)-dione". Journal of...

1975). "Photocatalyzed reaction of trifluoromethyl iodide with steroidal dienones". The Journal of Organic Chemistry. 40 (6): 672–675. doi:10.1021/jo00894a002...

C. 1951 Journal of the American Chemical Society 73 (3): 990–991. The dienone–phenol rearrangement doi:10.1021/ja01147a029 Sandoval A; Miramontes L;...

intermediate subsequently undergoes a 1,2-hydride NIH shift, yielding a dienone intermediate that then tautomerizes to form the tyrosine product. The pterin...

well as to the hydroxyl group of 4-HPA's phenol moiety (stabilizing its dienone transition state - see Mechanism). The loop which moves to form the 4-HPA...

organocatalyst and a spontaneous 6π-electrocyclic ring closure of the resultant cis-dienone 18 to (+)-harziphilone (19) in 70% overall yield. Scheme 3. Organocatalytic...

aldehyde by vinylmagnesium bromide, followed by Nazarov cyclization of the dienone. A regiospecific [3+2] cyclopentannulation, using ozonolysis and an intramolecular...

Diels–Alder reaction Diels–Reese reaction Dienol–benzene rearrangement Dienone–phenol rearrangement Dimroth rearrangement Di-π-methane rearrangement Directed...

intermediate, which is followed by β-decarbopalladation to form dienals and dienones. Since then, this field has bloomed, and a lot of similar reactions were...

examples of such transformations are those yielding spirocyclic phenol-dienone coupled products. The coupling partners in an intramolecular coupling must...

3c00330. PMC 11131128. PMID 38198472. Bazzaro M, Linder S (December 2020). "Dienone Compounds: Targets and Pharmacological Responses". Journal of Medicinal...

readily eaten. Certain metabolic derivatives of these isoxazolines, such as dienone and aeroplysinin, are not distasteful to the fish, but may have anti-microbial...

University of Heidelberg, University of Berlin Known for Auwers synthesis Dienone–phenol rearrangement Scientific career Institutions University of Göttingen...

by the well known santonin-desmotroposantonin rearrangement of steroid dienones into aromatic compounds. It is now accepted that totarol is synthesized...

cyclohexadienone rearrangement. To provide further evidence on the mechanism of the dienone in which there is bonding between the two double bonds, the case of 4...

Miravitlles, C.; Font-Altaba, M. (1 October 1975). "Hexachlorocyclohexa-2,5-dienone". Acta Crystallographica Section B Structural Crystallography and Crystal...

Tertiary Diphosphines via Pd(II)-Catalyzed Asymmetric Hydrophosphination of Dienones". Organic Letters. 13 (21): 5862–5. doi:10.1021/ol202480r. PMID 21985055...

Wieczorek, J. J. (February 1964). "The Reductive Aromatization of Steroidal Dienones. A New Method for the Preparation of Estrone". Journal of the American...