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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 1
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Original Articles

Efficient α‐Chlorination and α‐Bromination of Carbonyl Compounds Using N‐Halosuccinimides/UHP in Ionic Liquid

Jong Chan Lee Department of Chemistry, Chung‐Ang University, Seoul, South KoreaCorrespondence[email protected]
&
Hyun Jung Park Department of Chemistry, Chung‐Ang University, Seoul, South Korea
Pages 87-90 | Received 01 Jun 2006, Published online: 25 Jul 2007

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Rathinavel Jagatheesan, Pugalenthi Ramesh & Subramaniyan Sambathkumar. (2019) Selective α-bromination of aryl carbonyl compounds: prospects and challenges. Synthetic Communications 49:23, pages 3265-3289.
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Wenhua Ou, Ruolin Wang, Ruonan Liu & Hong Huang. (2022) An Improved and Suitable Method for Large Scale Production of α-Monochlorocyclodecanone. Letters in Organic Chemistry 19:5, pages 418-421.
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Zeyu Xi, Yuanjian Liu, Hao Wang, Di Guan, Yongguo Liu, Baoguo Sun, Hongyu Tian & Sen Liang. (2021) A Convenient Method for α‐Chlorination of 1,3‐Diketones and β‐Keto Esters with DMSO or Ph 2 SO/(COCl) 2 . ChemistrySelect 6:40, pages 10883-10888.
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Dinesh K Jangid, Surbhi Dhadda, Prakash G. Goswami, Anjali Guleria, Kapil Pareek, Nidhi Jangir & Poonam. (2019) Microwave‐Assisted Nanocatalysed Synthesis of Phenacyl Halides as Future Anti‐Platelet Agents. ChemistrySelect 4:32, pages 9348-9353.
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Desta Doro Bume, Stefan Andrew Harry, Thomas Lectka & Cody Ross Pitts. (2018) Catalyzed and Promoted Aliphatic Fluorination. The Journal of Organic Chemistry 83:16, pages 8803-8814.
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Richard C. LarockRichard C. Larock & Li Zhang. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 62 .
Shi‐Zhong Tang, Wenshuang Zhao, Tao Chen, Yang Liu, Xiao‐Ming Zhang & Fu‐Min Zhang. (2017) A Simple and Efficient Method for the Preparation of α‐Halogenated Ketones Using Iron(III) Chloride and Iron(III) Bromide as Halogen Sources with Phenyliodonium Diacetate as Oxidant. Advanced Synthesis & Catalysis 359:23, pages 4177-4183.
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Gregory L. Beutner, Jacob Albrecht, Junying Fan, Dayne Fanfair, Michael J. Lawler, Michael Bultman, Ke Chen, Sabrina Ivy, Richard L. Schild, Jonathan C. Tripp, Saravanababu Murugesan, Konstantinos Dambalas, Douglas D. McLeod, Jason T. Sweeney, Martin D. Eastgate & David A. Conlon. (2017) Preparation of the HIV Attachment Inhibitor BMS-663068. Part 3. Mechanistic Studies Enable a Scale-Independent Friedel–Crafts Acylation. Organic Process Research & Development 21:8, pages 1122-1130.
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Indranirekha Saikia, Arun Jyoti Borah & Prodeep Phukan. (2016) Use of Bromine and Bromo-Organic Compounds in Organic Synthesis. Chemical Reviews 116:12, pages 6837-7042.
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Rafael M. P. Dias & Antonio C. B. Burtoloso. (2016) Catalyst-Free Insertion of Sulfoxonium Ylides into Aryl Thiols. A Direct Preparation of β-Keto Thioethers. Organic Letters 18:12, pages 3034-3037.
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Rajesh H. Vekariya & Hitesh D. Patel. (2014) Synthesis of α-bromocarbonyl compounds: recent advances. Tetrahedron 70:26, pages 3949-3961.
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Peraka Swamy, Macharla Arun Kumar, Marri Mahender Reddy & Nama Narender. (2012) Mild and Efficient α-Chlorination of Carbonyl Compounds Using Ammonium Chloride and Oxone (2KHSO5·KHSO4·K2SO4). Chemistry Letters 41:4, pages 432-434.
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G.K. Sxurya Prakash, Rehana Ismail, Jessica Garcia, Chiradeep Panja, Golam Rasul, Thomas Mathew & George A. Olah. (2011) α-Halogenation of carbonyl compounds: halotrimethylsilane–nitrate salt couple as an efficient halogenating reagent system. Tetrahedron Letters 52:11, pages 1217-1221.
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Alexander G. Zavozin, Natalya E. Kravchenko, Nikolay V. Ignat’ev & Sergei G. Zlotin. (2010) Variation in the regioselectivity of levulinic acid bromination in ionic liquids. Tetrahedron Letters 51:3, pages 545-547.
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Jasminka Pavlinac, Marko Zupan, Kenneth K. Laali & Stojan Stavber. (2009) Halogenation of organic compounds in ionic liquids. Tetrahedron 65:29-30, pages 5625-5662.
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Zizhan Chen, Bin Zhou, Huihua Cai, Wei Zhu & Xinzhuo Zou. (2009) Simple and efficient methods for selective preparation of α-mono or α,α-dichloro ketones and β-ketoesters by using DCDMH. Green Chem. 11:2, pages 275-278.
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Gabriela F. Mendonça, Haryadylla C. Sindra, Leonardo S. de Almeida, Pierre M. Esteves & Marcio C.S. de Mattos. (2009) Trihaloisocyanuric acids as convenient reagents for regioselective halogenation of β-dicarbonyl compounds. Tetrahedron Letters 50:4, pages 473-475.
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Xinhua Zhao, Yingying Gu, Jiang Li, Hanming Ding & Yongkui Shan. (2008) An environment-friendly method for synthesis of 1,4-dibromo-naphthalene in aqueous solution of ionic liquids. Catalysis Communications 9:13, pages 2179-2182.
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Jong Chan Lee & Hyun Jung Park. (2007) Efficient α‐Chlorination and α‐Bromination of Carbonyl Compounds Using N‐Halosuccinimides/UHP in Ionic Liquid.. ChemInform 38:25.
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