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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. 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]

  4. 4-hydroxyacetophenone monooxygenase - Wikipedia

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

    In enzymology, a 4-hydroxyacetophenone monooxygenase (EC 1.14.13.84) is an enzyme that catalyzes the chemical reaction: (4-hydroxyphenyl)ethan-1-one + NADPH + H + + O 2 O-acetylhydroquinone + NADP + + H 2 O. The 4 substrates of this enzyme are (4-hydroxyphenyl)ethan-1-one, NADPH, H +, and O 2, whereas its 3 products are hydroquinone acetate ...

  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iodinating species are iodine(III) compounds in which any relatively acidic ligands on iodine (such as acetate) have been replaced by alkoxide.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. 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 ...

  7. Acetophenone - Wikipedia

    en.wikipedia.org/wiki/Acetophenone

    Acetophenone is formed as a byproduct of the cumene process, the industrial route for the synthesis of phenol and acetone.In the Hock rearrangement of isopropylbenzene hydroperoxide, migration of a methyl group rather than the phenyl group gives acetophenone and methanol as a result of an alternate rearrangement of the intermediate:

  8. Kostanecki acylation - Wikipedia

    en.wikipedia.org/wiki/Kostanecki_acylation

    The mechanism consists of three well-differentiated reactions: [4] [5] Phenol O-acylation with formation of a tetrahedral intermediate; Intramolecular aldol condensation to cyclize and to form a hydroxydihydrochromone; Elimination of the hydroxyl group to form the chromone (or coumarin)

  9. Iodolactonization - Wikipedia

    en.wikipedia.org/wiki/Iodolactonization

    The reaction mechanism involves the formation of a positively charged halonium ion in a molecule that also contains a carboxylic acid (or other functional group that is a precursor to it). The oxygen of the carboxyl acts as a nucleophile, attacking to open the halonium ring and instead form a lactone ring. The reaction is usually performed ...