|本期目录/Table of Contents|

[1]董志兵,刘 方,王 敏,等.席夫碱的一锅法合成及还原[J].武汉工程大学学报,2016,38(3):209-212.[doi:10. 3969/j. issn. 1674?2869. 2016. 03. 001]
 DONG Zhibing,LIU Fang,WANG Min,et al.Synthesis and Reduction of Schiff Base by One-Pot Method[J].Journal of Wuhan Institute of Technology,2016,38(3):209-212.[doi:10. 3969/j. issn. 1674?2869. 2016. 03. 001]
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席夫碱的一锅法合成及还原(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
38
期数:
2016年3期
页码:
209-212
栏目:
化学与化学工程
出版日期:
2016-06-22

文章信息/Info

Title:
Synthesis and Reduction of Schiff Base by One-Pot Method
作者:
董志兵刘 方王 敏刘 敏曾梦甜许 万
武汉工程大学化学与环境工程学院,湖北 武汉 430074
Author(s):
DONG Zhibing LIU Fang WANG Min LIU Min ZENG Mengtian XU Wan
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, China
关键词:
一锅法席夫碱醋酸硼氢化钠还原
Keywords:
one-pot Schiff base sodium triacetoxyborohydride reduction
分类号:
0621
DOI:
10. 3969/j. issn. 1674?2869. 2016. 03. 001
文献标志码:
A
摘要:
席夫碱是一种应用广泛的配体,它能与元素周期表中的大多数金属形成配合物,部分席夫碱配体稳定性差,但席夫碱还原化合物的稳定性普遍较好,所以研究高效合成席夫碱还原化合物的方法对拓宽席夫碱在配位化学中的应用具有重要意义. 研究报道了一种“一锅法”合成及还原席夫碱的方法,使用的还原剂为醋酸硼氢化钠,反应条件温和,反应快捷(只需2~3 h即可完成反应),产率高,中间体席夫碱可以不用分离而直接进行还原,反应的底物适用性广,且可以用于大剂量的目标化合物的制备中. 用该方法合成了8种席夫碱还原物,其中三种为邻碘芳基席夫碱还原化合物,它们是许多医药、农药的重要组成部分.
Abstract:
Schiff base is a kind of widely-used ligand which can form complexes with most of metals in the periodic table. The stability of Schiff base ligand is bad, but the reduced Schiff base shows much better stability.Thus, it is very important to explore the synthetic method of the reducted Shiff base, which may broaden the applications of these compounds. A facile one-pot synthesis and reduction of Schiff base is reported by using sodium triacetoxyborohydride as the reductant. The reaction underwent in a smooth and rapid manner with high yield, and the intermediate Schiff base is reduced directly without further separation process. The obtained substrate has wide applicability and can be applied in scaled-up synthesis of the target molecular. By using this method, eight kinds of the reduced Schiff base derivatives were synthesized, three of them are ortho-iodinated phenyl amines, which are important starting materials for the drugs and pesticides synthesis.

参考文献/References:

参考文献: [1] KUMAR V, SHARMA S, SHARMA U, et al. Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl3/PMHS [J]. Green chemistry, 2012, 14: 3410-3414. [2] LANG S, CORR M, MUIR N, et al. First organophosphorus radical-mediated cyclisations to afford medium-sized rings: eight-membered lactones and seven- and eight-membered lactams [J]. Tetrahedron letters, 2005, 46: 4027-4030. [3] ZHAO W, DONG X, JIANG M, et al. A facile copper-catalyzed one-pot domino synthesis of 5,12- dihydroindolo[2,1- b]quinazolines [J]. Organic letters, 2012, 14(6): 1420-1423. [4] FIELDING M R, GRIGG R, URCH C J, Novel synthesis of oxindoles from carbamoyl chlorides via palladium catalysed cyclisation-anion capture [J]. Chemical communications, 2000,22(22): 2239-2240. [5] ZHANG X, ZENG W, LIANG Y, et al. Copper-catalyzed double C-S bonds formation via different paths: synthesis of benzothiazoles from NBenzyl-2-iodoaniline and potassium sulfide [J]. Organic letters, 2014, 16: 876-879. [6] ROMAN D S, TAKAHASHI Y, CHARETTE A B.Potassium tert-butoxide promoted intramolecular arylation via a radical pathway [J]. Organic letters, 2011, 13(12): 3242-3245. [7] CROPPER E L, WHITE A J P. Ligand effects in the synthesis of N-heterocycles by intramolecular Heck reactions [J]. Journal of organic chemistry, 2006, 71: 1732-1735. [8] LIZOS D E, MURPHY J A.Concise synthesis of (±) -horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides [J]. Organic biomolecular chemistry, 2003(1): 117-122. [9] PARK J W, CHUNG Y K. Hydrogen-free Cobalt-Rhodium heterobimetallic nanoparticle catalyzed reductive amination of aldehydes and ketones with amines and nitroarenes in the presence of carbon monoxide and water [J]. American Chemical Society catalysis, 2015(5): 4846-4850.

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备注/Memo

备注/Memo:
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更新日期/Last Update: 2016-06-23