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  2. Woodward cis-hydroxylation - Wikipedia

    en.wikipedia.org/wiki/Woodward_cis-hydroxylation

    The iodinium ion is opened via S N 2 reaction by acetic acid (or silver acetate) to give the first intermediate, the iodo-acetate (4). Through anchimeric assistance, the iodine is displaced via another S N 2 reaction to give an oxonium ion (5), which is subsequently hydrolyzed to the give the mono-ester (6). The mechanism of the Woodward cis ...

  3. 4-hydroxyacetophenone monooxygenase - Wikipedia

    en.wikipedia.org/wiki/4-hydroxyacetophenone...

    The 4 substrates of this enzyme are (4-hydroxyphenyl)ethan-1-one, NADPH, H +, and O 2, whereas its 3 products are hydroquinone acetate ester, NADP +, and H 2 O. This enzyme belongs to the family of oxidoreductases , specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen.

  4. Piceol - Wikipedia

    en.wikipedia.org/wiki/Piceol

    Chemical structure of piceol ... Anticonvulsants are also possible by Mannich reaction: [5] ... 4-Hydroxyacetophenone monooxygenase is an enzyme that transforms ...

  5. Carbonyl oxidation with hypervalent iodine reagents - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_oxidation_with...

    The mechanism of carbonyl oxidation by iodine(III) reagents varies as a function of substrate structure and reaction conditions, but some generalizations are possible. Under basic conditions, the active iodinating species are iodine(III) compounds in which any relatively acidic ligands on iodine (such as acetate) have been replaced by alkoxide. [1]

  6. Hydrazone iodination - Wikipedia

    en.wikipedia.org/wiki/Hydrazone_iodination

    Hydrazone iodination is an organic reaction in which a hydrazone is converted into a vinyl iodide by reaction of iodine and a non-nucleophilic base such as DBU. [1] [2] First published by Derek Barton in 1962 the reaction is sometimes referred to as the Barton reaction (although there are many different Barton reactions) or, more descriptively, as the Barton vinyl iodine procedure.

  7. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    Here is the mechanism of this reaction: The mechanism for bromination of benzene. The mechanism for iodination is slightly different: iodine (I 2) is treated with an oxidizing agent such as nitric acid to obtain the electrophilic iodine ("I +", probably IONO 2). Other conditions for iodination include I 2, HIO 3, H 2 SO 4, and N-iodosuccinimide ...

  8. Phenol oxidation with hypervalent iodine reagents - Wikipedia

    en.wikipedia.org/wiki/Phenol_oxidation_with...

    The mechanism of phenol oxidation with hypervalent iodine reagents begins with the formation of an aryloxyiodonium(III) intermediate. Inter- or intramolecular nucleophilic attack then takes place, either in one step or in two via an oxenium ion. [4]

  9. (Diacetoxyiodo)benzene - Wikipedia

    en.wikipedia.org/wiki/(Diacetoxyiodo)benzene

    [1] [2] The bond lengths around the iodine atom were 2.08 Å to the phenyl carbon atom and equal 2.156 Å bonds to the acetate oxygen atoms. This second crystal structure determination explained the distortion in the geometry by noting the presence of two weaker intramolecular iodine–oxygen interactions, resulting in an "overall geometry of ...