362610-30-8Relevant articles and documents
Synthetic method of alpha-position dibromination of alpha-heterocyclic carbonyl compound
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Paragraph 0027-0028; 0042-0044; 0048-0050, (2020/05/30)
The invention discloses a synthetic method of alpha-position dibromination of an alpha-heterocyclic carbonyl compound, and belongs to the technical field of organic synthesis, and the method comprisesthe following steps: by taking the alpha-heterocyclic carbonyl compound as a raw material, adding a bromination reagent, a solvent and a small molecular catalyst, and reacting under light irradiationto obtain a corresponding product. The method has the advantages of high yield, simplicity and convenience in operation, mild reaction conditions, wide substrate adaptability and the like.
Oxidative bromination of ketones using ammonium bromide and oxone
MacHarla, Arun Kumar,Chozhiyath Nappunni, Rohitha,Marri, Mahender Reddy,Peraka, Swamy,Nama, Narender
supporting information; experimental part, p. 191 - 195 (2012/01/17)
A highly efficient, environmentally safe and economic method for selective α-monobromination of aralkyl, cyclic, acyclic, 1,3-diketones and β-keto esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this reagent system.
Mild α-halogenation reactions of 1,3-dicarbonyl compounds catalyzed by Lewis acids
Yang, Dan,Yan, Yi-Long,Lui, Bob
, p. 7429 - 7431 (2007/10/03)
Lewis acid Mg(ClO4)2, combined with NBS, in CH3CN or EtOAc provided mild and fast bromination of 1,3-dicarbonyl compounds. In particular, this protocol could be applied to the α-monobromination of α-unsubstituted β-keto es
Highly stereoselective synthesis of anti-N-protected-α-amino epoxides
Hoffman,Weiner,Maslouh
, p. 5790 - 5795 (2007/10/03)
A simple and efficient method for the synthesis of anti-N-protected amino epoxides from carbamate-protected amino acids is described. The two key steps are the monobromination of a β-ketoester and chelation-controlled reduction of a bromomethyl ketone intermediate. Good overall yields, high diastereoselectivity, and excellent functional group compatibility are characteristic.
