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The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. [1] [2] In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step.
The Mozingo reduction, also known as Mozingo reaction or thioketal reduction, is a chemical reaction capable of fully reducing a ketone or aldehyde to the corresponding alkane via a dithioacetal. [1] [2] The reaction scheme is as follows: [3]
It has recently been investigated and determined that tripyrrolidinophosphoric acid triamide (TPPA) can be used in lieu of HMPA as an activator for SmI 2 reductions, producing faster reactions and similar yields while avoiding the use of a known carcinogen. [7] In general, polar solvents increase the reducing properties of samarium(II) iodide.
Alkenes can be oxidized with ozone to form alcohols, aldehydes or ketones, or carboxylic acids.In a typical procedure, ozone is bubbled through a solution of the alkene in methanol at −78 °C (−108 °F; 195 K) until the solution takes on a characteristic blue color, which is due to unreacted ozone.
Aldehydes and ketones can be reduced respectively to primary and secondary alcohols. In deoxygenation, the alcohol group can be further reduced and removed altogether by replacement with H. Two broad strategies exist for carbonyl reduction. One method, which is favored in industry, uses hydrogen as the reductant.
The Dakin oxidation. The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide (H 2 O 2) in base to form a benzenediol and a carboxylate.
Deoxygenation is a chemical reaction involving the removal of oxygen atoms from a molecule. The term also refers to the removal of molecular oxygen (O 2 ) from gases and solvents, a step in air-free technique and gas purifiers .
The imine is then reduced to an amine by sodium cyanoborohydride. This reaction works on both aldehydes and ketones. The carbonyl can be treated with ammonia, a primary amine, or a secondary amine to produce, respectively, 1°, 2°, and 3° amines. [5] Aromatic ketones and aldehydes can be reductively deoxygenated using sodium cyanoborohydride. [6]