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...
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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...
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Penguinone (redirect from 3,4,4,5-tetramethylcyclohexa-2,5-dienone)
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...
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Phenols (redirect from Dienone phenol rearrangement)
In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (−O H) bonded directly...
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entirely in the enol form. 4, 4' Substituted cyclohexadienone can undergo a dienone–phenol rearrangement in acid conditions and form stable 3,4‐disubstituted...
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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...
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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...
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("hexachlorophenol"). Hydrolysis of the dichloromethylene group in this dienone gives chloranil: C6H5OH + 6 Cl2 → C6Cl6O + 6 HCl C6Cl6O + H2O → C6Cl4O2...
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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...
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C. 1951 Journal of the American Chemical Society 73 (3): 990–991. The dienone–phenol rearrangement doi:10.1021/ja01147a029 Sandoval A; Miramontes L;...
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which resembles a pagoda. Penguinone 3,4,4,5-tetramethylcyclohexa-2,5-dienone; a two-dimensional representation of its structure resembles a penguin...
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University of Heidelberg, University of Berlin Known for Auwers synthesis Dienone–phenol rearrangement Scientific career Institutions University of Göttingen...
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intermediate subsequently undergoes a 1,2-hydride NIH shift, yielding a dienone intermediate that then tautomerizes to form the tyrosine product. The pterin...
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case at hand, heating acetate (1) with chloranil gives the conjugated dienone (2), and reaction of that compound with methylmagnesium bromide in the...
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(−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)...
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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...
35 KB (3,598 words) - 10:41, 17 October 2024
(1a) 2 2-aminophenol + O2 ⇌ 2 6-iminocyclohexa-2,4-dienone + 2 H2O (1b) 2 6-iminocyclohexa-2,4-dienone + acceptor ⇌ 2-aminophenoxazin-3-one + reduced acceptor...
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2020. S. Gali, C. Miravitlles and M. Font-Altaba "Hexachlorocyclohexa-2,5-dienone" Acta Crystallogr. 1975, volume B31, p. 2510-2512. doi:10.1107/S0567740875007935...
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(2007). "A Novel Reaction of the "Huisgen Zwitterion" with Chalcones and Dienones: An Efficient Strategy for the Synthesis of Pyrazoline and Pyrazolopyridazine...
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101787. PMC 6366974. PMID 30694217. Bazzaro M, Linder S (November 2020). "Dienone Compounds: Targets and Pharmacological Responses". Journal of Medicinal...
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proaporphines orientalinone (8) and orientalinol (9) via the known intramolecular dienone-dienol-phenol sequence for the transformation of benzyltetrahydroisoquinolines...
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1975). "Photocatalyzed reaction of trifluoromethyl iodide with steroidal dienones". The Journal of Organic Chemistry. 40 (6): 672–675. doi:10.1021/jo00894a002...
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Diels–Alder reaction Diels–Reese reaction Dienol–benzene rearrangement Dienone–phenol rearrangement Dimroth rearrangement Di-π-methane rearrangement Directed...
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Award, the Karl Ziegler Prize [de] (worth 50,000 euros)[citation needed] Dienone–phenol rearrangement List of Nobel laureates in Chemistry Nobel Lectures...
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organozinc addition reaction conditions the other functionality of the dienone and the alkyne are tolerated: The formation of the zinc acetylide proceeds...
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accounts for the observed biological effects. The cyclopropyl group in the dienone is highly reactive as an electrophile, not only because it is conjugated...
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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...
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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...
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organocatalyst and a spontaneous 6π-electrocyclic ring closure of the resultant cis-dienone 18 to (+)-harziphilone (19) in 70% overall yield. Scheme 3. Organocatalytic...
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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...
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