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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 Huang modification or Huang-Minlon modification [2] [3] is named after Huang Minlon, the earliest instance of an organic reaction associated with the name of a Chinese chemist. Due to the unorthodox spelling of his name as "Huang-Minlon" [ 4 ] (making no indication of whether this was a given or family name) in the original reports of his ...
Mechanism of Wolff-Kishner reduction. Aromatic carbonyls are more readily reduced to their respective alkanes than aliphatic compounds. [26] For example, ketones are reduced to their respective alkyl benzenes by catalytic hydrogenation [27] [28] or by Birch reduction [29] under mild conditions.
The reaction is occasionally called the Wolff-Schröter rearrangement. [2] The Wolff rearrangement was not commonly used until 20 years after it was discovered, as facile diazo ketone synthesis was unknown until the 1930s. [2] The reaction has proven useful in synthetic organic chemistry and many reviews have been published. [1] [2] Wolff's ...
The Knorr pyrrole synthesis is a widely used chemical reaction that synthesizes substituted pyrroles (3). [1] [2] [3] The method involves the reaction of an α-amino-ketone (1) and a compound containing an electron-withdrawing group (e.g. an ester as shown) α to a carbonyl group (2). [4] The Knorr pyrrole synthesis
Wolffenstein–Böters reaction; Wolff rearrangement; Wolff–Kishner reduction; Woodward cis-hydroxylation; Woodward–Hoffmann rule; Wulff–Dötz reaction;
The Wharton olefin synthesis or the Wharton reaction is a chemical reaction that involves the reduction of α,β-epoxy ketones using hydrazine to give allylic alcohols. [ 1 ] [ 2 ] [ 3 ] This reaction, introduced in 1961 by P. S. Wharton, is an extension of the Wolff–Kishner reduction .
Reaction name Product Comment Wolff–Kishner reduction: Alkane: If an aldehyde is converted to a simple hydrazone (RCH=NHNH 2) and this is heated with a base such as KOH, the terminal carbon is fully reduced to a methyl group. The Wolff–Kishner reaction may be performed as a one-pot reaction, giving the overall conversion RCH=O → RCH 3.