Use of 1,3-dipolar reactions for the preparation of SF5-substituted five-membered ring heterocycles. Pyrroles and thiophenes

William R. Dolbier Jr; Zhaoyun Zheng

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Use of 1,3-dipolar reactions for the preparation of SF5-substituted five-membered ring heterocycles. Pyrroles and thiophenes

机译：1,3-偶极反应在制备SF5取代的五元环杂环中的应用。吡咯和噻吩

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In situ-generated unsubstituted, "parent" azomethine and thiocarbonyl ylides are used to prepare a large variety of 3-aryl- and alkyl-substituted, 4-pentafluorosulfanylpyrroies and 3-aryl-substituted, 4-pentafluorosulfanylthiophenes, the latter of which are to our knowledge the first reported SF5-substituted thiophenes. The 1,3-cycloadditions of these ylides with aryl and alkyl, SF5-alkynes produce dihydro-pyrroles and thiophenes, which without isolation can then be oxidatively aromatized to the respective pentafluorosulfanylpyrroles and thiophenes in good yield.

机译：在原位产生的未取代的“母体”偶氮甲碱和硫代羰基烷基化物可用于制备各种3-芳基和烷基取代的4-五氟硫代磺酰基吡咯烷和3-芳基取代的4-五氟硫代噻吩基噻吩，其中后者我们的知识首次报道了SF5取代的噻吩。这些烷基化物与芳基和烷基，SF5-炔烃进行的1,3-环加成反应生成二氢吡咯和噻吩，然后可以不分离地将其氧化芳构化成相应的五氟磺酰胺基吡咯和噻吩。

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《Journal of Fluorine Chemistry》 |2011年第6期|共5页
作者
William R. Dolbier Jr; Zhaoyun Zheng;
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正文语种 eng
中图分类化学;
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1. Use of 1,3-dipolar reactions for the preparation of SF5-substituted five-membered ring heterocycles. Pyrroles and thiophenes [J] . William R. Dolbier Jr, Zhaoyun Zheng Journal of Fluorine Chemistry . 2011,第6期

机译：1,3-偶极反应在制备SF5取代的五元环杂环中的应用。吡咯和噻吩
2. Synthesis of SF5-substituted isoxazolidines using 1,3-dipolar cycloaddition reactions of nitrones with pentafluorosulfanyl acrylic esters and amides [J] . Falkowska Ewelina, Laurent Mathieu Y., Tognetti Vincent, Tetrahedron . 2015,第42期

机译：使用硝酮与五氟硫烷基丙烯酸酯和酰胺的1,3-偶极环加成反应合成SF5取代的异恶唑烷
3. Five-Membered 2,3-Dioxo Heterocycles:LXXV. Reaction of Methyl 1-Aryl-3-aroyl-4,5-dioxo-4,5-di-hydro-1H-pyrrole-2-carboxylates with 1,3-Diphenylguanidine.Crystalline and Molecular Structure of 9-Benzoyl-8-hydroxy-2-imino-6-(4-methylphenyl)-1,3-diphenyl-1,3,6-triazaspiro-[4.4] non-8-ene-4,7-dione [J] . N. V. Bubnov, E. S. Denislamova, Z. G Aliev Russian Journal of Organic Chemistry . 2011,第4期

机译：五元2,3-二氧杂环：LXXV。 1-Aryl-3-aroyl-4,5-dioxo-4,5-di-hydro-1H-吡咯-2-羧酸甲酯与1,3-二苯基胍的反应.9-苄基-8-的结晶和分子结构羟基-2-亚氨基-6-（4-甲基苯基）-1,3-二苯基-1,3,6-三氮杂螺-[4.4]非-8-烯-4,7-二酮
4. CONSTRUCTION OF NOVEL SUGAR DERIVATIVES VIA SUCCESSIVE MICHAEL ADDITION - 1,3-DIPOLAR CYCLOADDITION REACTIONS [C] . Luginina J., Rjabovs V., Turks M. International Carbohydrate Symposium . 2013

机译：通过连续迈克尔加法构建新型糖衍生物 - 1,3-偶极环加成反应
5. Phosgene-Free Synthesis of Verdazyl Radicals and Enantioselective 1,3-Dipolar Cycloaddition Reactions of Azomethine Imines Generated in situ from Verdazyl Radicals. [D] . Youn, Beom. 2012

机译：Verdazyl自由基的无光合成方法和Verdazyl自由基就地生成的偶氮甲亚胺的对映选择性1,3-偶极环加成反应。
6. Carbon Dioxide Utilization by the Five-Membered Ring Products of Cyclometalation Reactions [O] . Iwao Omae -1

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7. An efficient 1,3-dipolar cycloaddition between aromatic selenoaldehydes and nitrile oxides or nitrile imines: an easy access to selenium-containing five-membered heterocyclic ring system [O] . Segi, Masahito, Tanno, Katsuhiko, Kojima, Masumi, 2007

机译：芳香族硒醛与腈氧化物或腈亚胺之间的有效1,3-偶极环加成：易于获得含硒的五元环系统
8. Hexamethylsilirane. 5. Conversion to Five-Membered Ring Silicon Compounds by 'Two-Atom' Insertion Reactions of Aryl Olefins, 1,3-Dienes, and Conjugated Acetylenes [R] . Seyferth, D., Duncan, D. P., Shannon, M. L., 1984

机译：Hexamethylsilirane。 5.通过芳烃烯烃，1,3-二烯和共轭炔烃的“双原子”插入反应转化为五元环硅化合物

Use of 1,3-dipolar reactions for the preparation of SF5-substituted five-membered ring heterocycles. Pyrroles and thiophenes

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