91484-44-5Relevant academic research and scientific papers
A new convenient bromination with KBrO3/KBr/Dowex
Kosmrlj, Janez,Kocevar, Marijan,Polanc, Slovenko
, p. 3583 - 3592 (1996)
Bromination of various 1,3-dicarbonyl compounds was achieved by using the mixture of potassium bromate and potassium bromide in the presence of Dowex 50X2-200 ion-exchange resin. Reactions were carried out under mild conditions and gave good yields of the
Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol
Sim, Jaeuk,Jo, Hyeju,Viji, Mayavan,Choi, Minho,Jung, Jin-Ah,Lee, Heesoon,Jung, Jae-Kyung
, p. 852 - 858 (2018/02/06)
A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).
Preparation method of 2,2-dihalo-1,3-dicarbonyl derivatives
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Paragraph 0017, (2016/11/02)
The invention discloses a method for preparing 2,2-dihalo-1,3-dicarbonyl derivatives. The method is widely applicable to 1,3-dicarbonyl derivatives. The raw materials are easily available, and types are multiple. Types of products obtained by the method are multiple, and the products can be directly used or used in other further reactions. The method has advantages of mild reaction condition, simple reaction operation and post-processing, short reaction time, high yield and little pollution, and is suitable for industrial production.
A mild and efficient method for bromination of alcohols using α,α-dibromo-β-dicarbonyl compounds as halogen sources
Cui, Xiao-Meng,Guan, Yong-Hong,Li, Na,Lv, Hao,Fu, Lin-An,Guo, Kun,Fan, Xiaohui
supporting information, p. 90 - 93 (2014/01/06)
Exploration of α,α-dibromo-β-dicarbonyl compounds as novel bromine agents for the conversion of alcohols to alkyl bromides under neutral conditions has been achieved. This method can be used for acid-sensitive substrates and allows the bromination of various primary and secondary alcohols to proceed at room temperature within a very short period of time.
A mild CuI-catalyzed Glaser-type homo-coupling reaction using α,α-dibromo-β-dicarbonyl compounds as oxidants
Fan, Xiaohui,Li, Na,Shen, Tong,Cui, Xiao-Meng,Lv, Hao,Zhu, Hong-Bo,Guan, Yong-Hong
, p. 256 - 261 (2014/01/06)
Exploration of α,α-dibromo-β-dicarbonyl compounds as novel organic oxidants for the mild Cu(I)-catalyzed Glaser-type homo-coupling reaction has been achieved, which provides an alternatively efficient pathway for the construction of 1,3-conjugated structures. In addition, the mechanism of this reaction was investigated.
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.
Vanadium-catalyzed oxidative bromination promoted by Br?nsted acid or Lewis acid
Kikushima, Kotaro,Moriuchi, Toshiyuki,Hirao, Toshikazu
experimental part, p. 6906 - 6911 (2010/09/18)
The oxidative bromination of arenes was induced by a vanadium catalyst in the presence of a bromide salt and a Br?nsted acid or a Lewis acid under molecular oxygen, which provides an eco-friendly bromination method as compared with a conventional bromination one with bromine. This catalytic reaction could be applied to the bromination of alkenes and alkynes to give the corresponding vic-bromides. Use of aluminum halide as a Lewis acid in place of a Br?nsted acid was demonstrated to provide a more practical protocol for the oxidative bromination. From ketones, α-bromination products were obtained. AlBr3 was found to serve as both a bromide source and a Lewis acid to induce the bromination smoothly. 51V NMR experiment showed that this catalytic bromination is likely to depend on the redox cycle of a vanadium catalyst under molecular oxygen.
Thermolysis of geminal diazides: a novel route to 1,3,4-oxadiazoles
Ogilvie, William,Rank, Werner
, p. 166 - 169 (2007/10/02)
The geminal diazides ethyl α,α-diazidoacetoacetate and α,α-diazidobenzoylacetate were prepared from the corresponding dibromo precursors by nucleophilic azide displacement.Thermolysis of the diazido compounds led to the formation of 2,5-disubstituted 1,3,4-oxadiazoles in high yield.
