- Efficient and widely applicable oxidation method of tribromomethyl carbinols with PCC
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An efficient and widely applicable oxidation method of tribromomethyl carbinols in the presence of pyridinium chlorochromate has been developed with excellent yields up to 96%. This method was well applied for the oxidation of a variety of aromatic, aliph
- Hasimujiang, Balati,Zeng, Jing,Yanhui, Zhang,Abudu Rexit, Abulikemu
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- Synthesis of Trihalomethyl Ketones from Trihalomethyl Carbinols (Hal = Cl, Br) Using 2-Iodoxybenzoic Acid
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Abstract: An efficient method for the preparation of trihalomethyl (Cl, Br) ketones by the oxidation of trihalomethyl carbinols with 2-iodoxybenzoic acid in tert-butanol under heating has been developed. A series of trihalomethyl ketones have been synthesized through a simple, convenient, and environmentally friendly method with excellent yields.
- Gulizhabaier,Rexit
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p. 809 - 815
(2021/06/12)
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- Selective Debromination of α,α,α-Tribromomethylketones with HBr–H2O Reductive Catalytic System
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A debromination of α,α,α-tribromomethylketones is developed for chemoselective synthesis of α-mono- and α,α-dibromomethylketones with high selectivity under H2O–HBr reductive conditions. This method offers an efficient and direct way to synthesize α-mono or α,α-dibromomethylketone compounds in high to excellent yields through the process of HBr self-circulation in water.
- Cheng, Zhao,Guo, Hongmei,Huang, Guozheng,Rexit, Abulikemu Abudu,Wang, Hui,Zheng, Meng-Xia
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p. 6455 - 6458
(2020/10/21)
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- Switchable Synthesis of α,α-Dihalomethyl and α,α,α-Trihalomethyl Ketones by Metal-Free Decomposition of Enaminone C=C Double Bond
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The novel free radical-based cleavage of the enaminone C=C double bond is realized by using N-halosuccinimides (NXS) in the presence of benzoyl peroxide (BPO) with mild heating, enabling the tunable synthesis of α,α-dihalomethyl ketones and α,α,α-trihalomethyl ketones under different reaction conditions. The formation of these divergent products involving featured C=C double bond cleavage requires no any metal reagent, and represents one more practical example on the synthesis of poly halogenated methyl ketones via the functionalization of carbon?carbon bond. (Figure presented.).
- Liu, Yunyun,Xiong, Jin,Wei, Li,Wan, Jie-Ping
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supporting information
p. 877 - 883
(2020/01/24)
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- Decarboxylative Tribromination for the Selective Synthesis of Tribromomethyl Ketone and Tribromovinyl Derivatives
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Tribromomethyl ketone and tribromovinyl derivatives were selectively prepared from the decarboxylative tribromination. The reaction between propiolic acid derivatives and dibromoisocyanuric acid (DBCA)/H2O afforded predominantly a tribromomethyl ketone derivative in the presence of AgOAc (10 mol%). When the same reaction was conducted with 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) instead of AgOAc, tribromovinyl derivatives were exclusively formed in good yields. It was found that ethynyl bromide is an intermediate. (Figure presented.).
- Jayaraman, Aravindan,Cho, Eunjeong,Kim, Jimin,Lee, Sunwoo
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p. 3978 - 3989
(2018/09/21)
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- Highly efficient recyclable sol gel polymer catalyzed one pot difunctionalization of alkynes
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Amino-bridged gel polymer P1 was discovered to catalyze alkyne halo-functionalization in excellent yields, regioselectivity, functional group compatibility, and recyclability. We have observed that both aromatic and aliphatic alkynes can be converted to α,α-dihalogenated ketones in the presence of polymer P1 under metal-free conditions at room temperature within a short reaction time.
- Domena, Justin,Chong, Carlos,Johnson, Qiaxian R.,Chauhan, Bhanu P. S.,Xing, Yalan
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supporting information
(2018/08/17)
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- A study on reactions of an alkynylsilane with oxone-KX (X = Cl, Br, I) and its one-pot transformation into an amide/ester
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Oxyhalogenation reactions of a variety of alkynylsilanes were studied using oxone as mild oxidant and KCl, KBr, and KI as halogen sources. In this study, reaction of an alkynylsilane with oxone-KX (X = Cl or Br) produced trichloromethyl/tribromomethyl ketones inhigh yields. Under similar conditions, however, reactions of alkynylsilanes with oxone-KI were found to give exclusively 1,2,2-triiodovinyl derivatives in high yields. In this study, new methods were deveoped for effcient one-pot tranformation of alkynylsilanes into amides and esters by reaction with amines and alcohols respectively via trihalomethyl ketone.
- Sriramoju, Vinodkumar,Jillella, Raveendra,Kurva, Srinivas,Madabhushi, Sridhar
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supporting information
p. 560 - 562
(2017/03/30)
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- One-pot syntheses of α,α-dibromoacetophenones from aromatic alkenes with 1,3-dibromo-5,5-dimethylhydantoin
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A novel method for the preparation of α,α-dibromoacetophenones from aromatic alkenes was reported. This procedure was mediated by 1,3-dibromo-5,5-dimethylhydantoin, which served as bifunctional reagent, proceeding oxidation and bromination in one-pot.
- Wu, Ping,Xu, Senhan,Xu, Hao,Hu, Haiyan,Zhang, Wei
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supporting information
p. 618 - 621
(2017/01/25)
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- A convenient synthesis of 2,2-dibromo-1-arylethanones by bromination of 1-arylethanones with the H2O2-HBr system
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1-Arylethanones and related compounds are brominated in dioxane with the H2O2-HBraq system, resulting in the replacement of two hydrogen atoms in the methyl group with bromine. The reaction is also accompanied by bromination of the aromatic ring provided that the latter contains electron-donating substituents. The reaction proceeds rapidly (20 min) and results in complete conversion of ketones to give 2,2-dibromo-1- arylethanones in yields up to 86%. Georg Thieme Verlag Stuttgart.
- Terent'ev, Alexander O.,Khodykin, Sergey V.,Krylov, Igor B.,Ogibin, Yuri N.,Nikishin, Gennady I.
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p. 1087 - 1092
(2007/10/03)
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- NOVEL BROMINATION REAGENTS. HEXABROMOCYCLOPENTADIENE: BROMINATION OF ACTIVATED SATURATED SITES
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Hexabromocyclopentadiene (HBC) readily brominates α-keto and benzylic sites, apparently by bromonium ion transfer.
- Magen, Shulamit,Oren, Jakob,Fuchs, Benzion
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p. 3369 - 3372
(2007/10/02)
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