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Borodin-Hunsdiecker reaction brominative decarboxylation

Needless to say, this was readily proven to be the case and a variety of chlorides, bromides and iodides have been prepared from the corresponding acids in good to excellent yields, by this method.14,15,26 31 In terms of mildness of conditions, generality and yields, this method is far superior to the classical Borodin-Hunsdiecker reaction and its variants.1011,26"31 As a demonstration of the mildness of the conditions, decarboxyl-ative bromination of the heavily functionalized acid 19 was carried out by Professor Ikegami to afford 20 (75 % yield), and... [Pg.55]

The disodium salt of l-hydroxybenzimidazole-2-carboxylic acid can be decarboxylated merely by heating in acid <88JCS(P1)681>. In a Borodin-Hunsdiecker-type reaction alkaline bromination of 4-... [Pg.162]

There are other functional group transformations that lead to alkyl halides. A classical transformation converts carboxylates to allyl bromides (C—CO2 C—Br). This transformation is called the Hunsdiecker reaction (jt jjag also been called the Borodin reaction) 3 and it is most useful for the preparation of econdary halides. The silver salt of a carboxylic acid is heated with bromine to give the bromide via decarboxylation. An example is conversion of the silver salt of cyclohexane carboxylic acid (163) to bromo-cyclohexane.1 4 Phosphorus and bromine also react with acids in the Hell-Volhard-Zelinsky reaction. [Pg.125]

In some cases we have combined similar reactions under one heading, for instance, the Hunsdiecker-Borodin-Cristol-Firth decarboxylative bromination. It is not a simple task to decide whether credit is due to the first discoverer of a reaction or to is developer. Often an improvement on a method is more useful than the original discovery, and usually one reaction owes its inception to some previous discovery non nova sed nove. [Pg.454]


See other pages where Borodin-Hunsdiecker reaction brominative decarboxylation is mentioned: [Pg.1511]    [Pg.861]   
See also in sourсe #XX -- [ Pg.1006 ]

See also in sourсe #XX -- [ Pg.4 ]

See also in sourсe #XX -- [ Pg.4 ]




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Bromination reaction

Brominative decarboxylation

Bromine reactions

Decarboxylation Hunsdiecker reaction

Decarboxylation reactions

Decarboxylation reactions Hunsdiecker reaction

Decarboxylative bromination

Hunsdiecker

Hunsdiecker reaction

Hunsdiecker reactions bromine

Hunsdiecker-Borodin reaction

Hunsdieckers reaction

Reactions decarboxylative

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