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Iron-catalyzed bromination of aryl azides by n-bromosuccinimide:Efficient method for the synthesis of brominated aryl azides

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Chinese Chemical Letters 2011年第3期22卷 310-313页

作者： Hui Jin Zhen Dong Huang Chun Xiang Kuang Xiao Kun Wang Department of Chemistry Tongji University Siping Road 1239 Shanghai 200092 China Zhejiang Citrus Research Institute Taizhou 318020 China

An efficient and mild protocol for bromination of aryl azides with n-bromosuccinimide（nBS） under FeCl_3 catalysis in 1,2- dichloroethane was *** is proved to be an efficient method for obtaining brominated aryl azides.

关键词： Iron-catalyzed Aryl azides n-bromosuccinimide Bromination

Facile synthesis of bromoallenes via n-bromosuccinimide/CH_3SCH_3 for the bromination of propargyl alcohols

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Chinese Chemical Letters 2012年第9期23卷 999-1002页

作者： Wen Feng Jiang Xue Song Liu Xin Du Jian Wei Wei Chun Yu Bao Department of Chemistry Dalian University of TechnologyChina Dalian 116023

A novel and convenient way has been developed for the preparation of bromoallenes from propargyl alcohols by the reagent combination of n-bromosuccinimide and dimethyl sulfide. Bromoallenes with high regioselectivity ... 详细信息

关键词： Bromoallene n-bromosuccinimide Propargyl alcohol Dimethyl sulfide

Dual Stereocontrol for Enantioselective Hydrogenation of Dihydroisoquinolines Induced by Tuning the Amount of n-Brornosuccinirnide

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Chinese Journal of Chemistry 2018年第2期36卷 139-142页

作者： Yue Ji Jie Wang Muwang Chen Lei Shi Yonggui Zhou College of Chemistry Chemical Engineering and Material Science Soochow University 199 Ren'Ai Road Suzhou Jiangsu 225123 China State Key Laboratory of Fine Chemicals Dalian University of TechnologyDalian Liaoning 116024 China

An efficient dual stereocontrot in iridium-catalyzed hydrogenation of 1-substituted 3,4-dihydroisoquinolines was realized by tuning the amount of n-bromosuccinimide using chiral ligand of single configuration, providing both enantiomers of 1-substituted 1,2,3,4-tetrahydroisoquinolines with up to 89% ee （S） and 98% ee＊（R）, respectively. Dual activation role of n-bromosuccinimide is proposed to be responsible for the reversal of enantioselectivity under two hydrogenation conditions.

关键词： reversal of enantioselectivity hydrogenation n-bromosuccinimide 1,2,3,4-tetrahydroisoquinolines

One-pot synthesis of 2-aminothiazoles in PEG-400

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Chinese Chemical Letters 2010年第4期21卷 412-416页

作者： Dhanaji V.Jawale Dinesh L.Lingampalle Umesh R.Pratap Ramrao A.Mane Department of Chemistry Dr.Babasaheb Ambedkar Marathwada UniversityAurangabad(MS)431 004India

A facile one-pot synthesis of 2-aminothiazoles has been carried in PEG-400 as a greener medium at room *** method avoids the use of lachrymatric a-bromoketones as well as the volatile,toxic organic solvents.

关键词： One-pot synthesis 2-Aminothiazoles Polyethylene glycol-400 n-bromosuccinimide

Ab Initio Calculations on Halogen Bond Between n—Br and Electron-donating Groups

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Chemical Research in Chinese Universities 2007年第3期23卷 355-359页

作者： WAnG Yan-hua CHEn Xue-song ZOU Jian-wei YU Qing-sen College of Biology and Environment Engineering Zhejiang Shuren University Hangzhou 310015P. R. China Key Laboratory for Molecular Design and nutrition Engineering of ningbo City Ningbo Institute of Technology Zhejiang University Ningbo 315100 P. R. China Department of Chemistry Zhejiang University Hangzhou 310027 P. R. China

Ab initio calculations of complexes formed between n-bromosuccinimide and a series of electron-donating groups were performed at the level of MP2/Lanl2DZ^＊ to gain a deeper insight into the nature of the n--Br halogen bonding. For the small complexes, H3 C--Br… nH3 and H2 n--Br…nH3 , the primary calculation has demonstrated that the n--Br in H2 n--Br… nH3 can form a much stronger halogen-bonding complex than the C--Br. A comparison of neutral hydrogen bond complex series reveals that the electron-donating capacities of the atoms decrease in the order, n 〉 O 〉 S; 0 （ sp^3 ）〉 0 （ sp^2 ）, which is adequate for the C--Br halogen bonding. Interaction energies, in conjunction with the geometrical parameters show that the affinitive capacity of trihalide anions X^-3 with n-bromosuccinimide are markedly lower than that of the corresponding X^- with n-bromosuccinimide, even lower than those of neutral molecules with n-bromosueeinimide. AIM analyses further eorffirmed the above results.

关键词： Halogen bond n-bromosuccinimide Ab initio AIM theory Interaction energy

Selective α-Bromination of β-Keto Esters in Reusable PEG-400 under Mild and Catalyst-free Conditions

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Chinese Journal of Chemistry 2006年第11期24卷 1662-1664页

作者：谢叶香唐石朱其明尹笃林李金恒 Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research of Ministry of Education College of Chemistry and Chemical Engineering Hunan Normal University Changsha Hunan 410081 China

An efficient bromination protocol for the synthesis of α-bromo-β-keto esters has been developed. In PEG-400 （poly（ethylene glycol-400））, a variety of β-keto esters were treated with nBS （n-bromosuccinimide） at room temperature to selectively afford the corresponding α-monobromination products in excellent yields. It is noteworthy that the reaction was conducted under mild, environmentally benign and catalyst-free conditions.

关键词： bromination β-keto ester α-bromo-β-keto ester n-bromosuccinimide PEG-400