Minisci自由基取代反应最新研究进展

Recent Progress in a Radical Substitution of Minisci Reaction

下载PDF

导出

摘要 Minisci反应是指亲核性的碳中心自由基与缺电子的底物分子发生反应,生成新的碳碳键的自由基取代反应,尤其适用于芳环或芳香杂环.该反应最早由F.Minisci在1970年首次发表.经典的Minisci反应是叔丁基甲酸在硝酸银以及过硫酸钾催化与吡啶环偶联得到吡啶取代物.介绍了Minisci反应的主要内容以及反应机理,并综述了该反应的最新研究进展,展望了此类反应今后发展趋势及应用前景. The Minisci reaction is a named reaction in organic chemistry. It＇s a radical substitution to an aromatic com- pound, in particular to a heteroaromatic base, that introduces an alkyl group. The reaction was published about in 1970 by F. Minisci. A typical reaction is that between pyridine and pivalic acid to 2-tert-butylpyridine with silver nitrate, sulfuric acid and ammonium persulfate. In the report, we introduce the reaction mechanism of Minisci reaction and summarize the latest research progress of the reaction.

作者王清龙侯学会吕全建王建玲

机构地区河南牧业经济学院基础部

出处《河南师范大学学报（自然科学版）》 CAS 北大核心 2015年第5期86-94,共9页 Journal of Henan Normal University(Natural Science Edition)

基金国家自然科学基金(0675073) 郑州市金水区科技攻关项目(金科[2014]33-7) 第二批河南牧业经济学院科技创新团队项目(HUAHE2015008)

关键词 Minisci反应自由基取代研究进展 Minisci reaction radical substitution reaction research progress

分类号 O626 [理学—有机化学] R974 [医药卫生—药品]

引文网络
相关文献

参考文献31

1Minisci F, Bernardi R, Bertini F, et aL Nueleophilic character of alkyl radicals-VI: A new convenient selective alkylation of heteroaro- matic bases[J]. Tetrahedron,1971,27 : 3575-3579.
2Minisci F, Gani R, Ceeere M, et al. Nucleophilic character of alkyl radicals: new syntheses by alkyl radicals generated in redox processes [J]. Tetrahedron Lett, 1968 : 5609-5612.
3Minisci F, Vismara E, Fontana F. Recent developments of free-radical substitutions of heteroaromatic bases[J]. Heteroeycles, 1989,28: 489-519.
4Heinisch G. Advances in the synthesis of substituted pyridazines via introduction of carbon functional groups into the parent heterocycles [J]. Heteroeycles, 1987,26:481-496.
5Lhszl6 KOrti, Barbara Czak6. Strategic applications of named reactions in organic synthesis: background and detailed mechanisms[M]. Academic "Press, 2005.
6Minisci F, Galli R, Malatesta V, Caronna T. Nucleophilic character of alkyl radicals. II. Selective alkylation of pyridine, quinoline, and acridine by hydroperoxides and oxaziranes[J]. Tetrahedron, 1970,26:4083- 4091.
7Fontana F, Minisci F, Barbosa M C N, Vismara E. Homolytic acylation of protonated pyridines and pyrazines with a-keto acids: the problem of monoacylation[J]. J Org Chem, 1991,56 : 2866-2869.
8Derek H R B, Valerle N L G. On the distinction between radical chemistry and Gif chemistry competitive oxidation of alkanes and sec. - alcohols. Tetrahedron Lett, 1998,39:4413-4416.
9Doll M K H. A Short Synthesis of the 8-Azaergoline Ring System by Intramolecular Tandem Decarboxylation-Cyclization of the Minisci- Type Reaction[J]. J Org Chem, 1999,64 : 1372-1374.
10Cowden C J. Use of N-Protected Amino Acids in the Minisci Radical Alkylation[J]. Org Lett,2003(5) :4497-4499.

1肖孝辉,林大勤.α-溴-ω-(4-溴甲基苯氧基)烷烃的合成[J].化学试剂,2008,30(12):884-886.
2于世钧,赵洪霞,吕丹.浅析NBS自由基取代反应的几种历程[J].大学化学,2003,18(2):61-64. 被引量：2
3陈勇.丙烯与HBr/Br·发生自由基加成和取代反应的机理和竞争[J].大学化学,2016,31(5):85-88. 被引量：2
4伍林,易德莲,秦晓蓉,欧阳兆辉,曹淑超,连兰,王艳.萘与草酰氯反应机理的探讨[J].武汉科技大学学报,2005,28(2):166-168. 被引量：5
5王振国,余从煊,王凡.稳定自由基取代聚丁二炔的铁磁性相互作用模型[J].高技术通讯,1991,1(10):6-9.
6伍林,王艳,易德莲,秦晓蓉,欧阳兆辉,曹淑超,连兰.苯与草酰氯反应机理的探讨[J].武汉科技大学学报,2005,28(3):247-248. 被引量：3
7郝艳玲,范福海.对丙烯气相氯化反应的探讨[J].甘肃联合大学学报（自然科学版）,2006,20(4):39-40.
8资爱平,唐刚,晏彩先,马永翠,王大伟,毕韵梅.对溴甲基苯甲酸甲酯的合成研究[J].广州化工,2012,40(4):21-23.
9孙保平,王国喜,茹宗玲.二苯氯甲烷的光化学合成[J].精细化工,2003,20(10):636-637. 被引量：5
10魏丹,柴慧芳,鹿田,刘雪笛.4-氯-2-氟-苯丙酸的合成研究[J].广州化工,2017,45(3):23-24.

河南师范大学学报（自然科学版）

2015年第5期

浏览历史

内容加载中请稍等...

Minisci自由基取代反应最新研究进展

参考文献31

相关作者

相关机构

相关主题

浏览历史