CAS: 14305-17-0; 2-Bromopyridine 1-Oxide

该化合物是多种异环化合物,广泛用作有机合成和制药研究的关键中间体.其溴代基和N-Oxy功能组增强了反应性,使其对核生殖替代反应,交叉结合过程和复杂分子框架的准备具有价值.该化合物在标准条件下具有良好的稳定性,便于处理和储存.其结构特征使药用化学应用得以应用,特别是在开发生物活性分子和离心体进行催化方面.高纯度可以满足严格的研究和工业要求.该化合物定义明确的再活性特征可以确保合成工作流程的再生.

结构式图片

上下游产品

pyridine N-oxide mercury(II) diacetate acetic acid 2-bromo-pyridine a]pyridin-2-one3-benzoyl-isoxazolo[2,3-a]pyridin-2-one 2-bromo-4-nitropyridine N-oxide 2-bromo-pyridine 2-bromo-4-aminopyridine

合成工艺路线路线简述

    2-溴吡啶置于间氯过氧苯甲酸体系中,用 二氯甲烷 用作溶剂,以24%的收率获得2-溴吡啶-1-氧化物
    参考文献:金催化中氮氧化物的策略性方法-一个案例研究
    标题:金催化中氮氧化物的策略性方法-一个案例研究
    摘要:对(氧化)金催化的选定关键反应的广泛动力学研究集中在催化活性的降低,这是由于吡啶衍生物引起的金(i)催化剂的抑制,如果使用n氧化物作为副产物获得的吡啶衍生物氧气供体.不管它们的市售性如何,都已对受检吡啶衍生物及其相应的n-氧化物进行了选择.特别注意的是迄今为止在大多数反应筛选中都被忽略的实际益处.用gc和1监测测试反应1 H NMR光谱.所接收的反应常数提供了关于杂环的电子结构与催化活性之间的相关性的信息.根据收集的动力学数据,有可能开发出一套基本的三种n氧化物,这些氧化物必须在进一步的氧化金(i)催化反应中加以考虑.
    Doi:10.1002/adsc.201801007

    海关参考信息

    专利信息


    专利号:US-6376676-B1
    优先权日:1993-06-30
    标题 :Intermediates in the synthesis of (±)-camptothecin and related compounds and synthesis thereof
    发明人:CURRAN DENNIS P; LIU HUI
    权利人:UNIV PITTSBURGH
    摘要:The present invention provides a short, convergent total synthesis of novel intermediates in the synthesis of (±)-camptothecin and related compounds. The present synthesis scheme includes a novel 4+1 radical annulation followed by another cyclization to simultaneously assemble rings B and C of the camptothecin compound. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

    专利号:US-6252079-B1
    优先权日:1993-06-30
    标 题 :Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
    发明人:CURRAN DENNIS P; BOM DAVID
    权利人:UNIV PITTSBURGH
    摘要:The present invention provides a short, convergent total synthesis of irinotecan and derivative compounds which comprises of a novel 4+1 radical annulation wherein the precursoris reacted with an aryl isonitrile having the formulawherein X is Br or I, and R4 is an alkyl group, an allyl group, a propargyl group or a benzyl group, and R16 is H, a C1-C6 alkoxy group, agroup wherein p is an integer between 4 and 12, or a C1-C12 acyclic dialkylamino group. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

    专利号:US-6982333-B2
    优先权日:1993-06-30
    标 题:Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
    发明人:CURRAN DENNIS P; JOSIEN HUBERT; KO SUNG BO
    权利人:UNIV PITTSBURGH
    摘要:The present invention provides a short, convergent total synthesis of camptothecin and related compounds which consists of a novel 4+1 radical annulation. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

    专利号:US-3886180-A
    优先权日:1973-03-15
    标 题:Process for the synthesis of N-hydroxypyrroles
    发明人:ABRAMOVITCH RUDOLPH ABRAHAM; CUE JR BERKELEY WENDELL
    权利人:ABRAMOVITCH RUDOLPH ABRAHAM; CUE JR BERKELEY WENDELL
    摘要:A process is described for the preparation of N-hydroxypyrrole2-carbonitriles, N-hydroxyimidazole-2-carbonitriles, pyrrole-2carbonitriles, and 3-substituted-2, 3-dihydro-2-pyrrolones by thermally decomposing 2-azidoheteroaromatic N-oxides. In the process a 2-azidoheteroaromatic N-oxide is heated in a suitable solvent for a period of time sufficient to bring the reaction to completion. Removal of the solvent by conventional methods gives the desired product. Which product is obtained is determined by the choice of solvents. In non-polar aprotic solvents, Nhydroxypyrrole-2-carbonitriles or N-hydroxyimidazole-2carbonitriles are obtained. In nucleophilic solvents capable of undergoing Michael-type additions pyrrole-2-carbonitriles, imidazole-2-carbonitriles, and 3-substituted-2,3-dihydro-2pyrrolone derivatives are obtained where a solvent molecule comprises the 3-substituent. These compounds are useful as antibaterials, e.g., against E. Coli.

    专利号:US-4006160-A
    优先权日:1973-03-15
    标题:Process for the synthesis of N-hydroxypyrroles, N-hydroxyimidazoles, and derivatives thereof
    发明人:ABRAMOVITCH RUDOLPH ABRAHAM; CUE JR BERKELEY WENDELL
    权利人:UNIV ALABAMA
    摘要:A process is described for the preparation of N-hydroxypyrrole-2-carbonitriles, N-hydroxyimidazole-2-carbonitriles, pyrrole-2-carbonitriles, and 3-substituted-2, 3-dihydro-2-pyrrolones by thermally decomposing 2-azidoheteroaromatic N-oxides. In the process a 2-azidoheteroaromatic N-oxide is heated in a suitable solvent for a period of time sufficient to bring the reaction to completion. Removal of the solvent by conventional methods gives the desired product. Which product is obtained is determined by the choice of solvents. In non-polar aprotic solvents, N-hydroxypyrrole-2-carbonitriles or N-hydroxyimidazole-2-carbonitriles are obtained. In nucleophilic solvents capable of undergoing Michael-type additions pyrrole-2-carbonitriles, imidazole-2-carbonitriles, and 3-substituted-2,3-dihydro-2-pyrrolone derivatives are obtained where a solvent molecule comprises the 3-substituent. These compounds are useful as anti-bacterials, e.g., against E. Coli.

    专利号:US-2004063947-A1
    优先权日:1993-06-30
    标 题:Novel intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
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    合成参考文献


    摘要:Calleja, P.; Dorel, R.; Echavarren, A. M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 497.
    摘要:Calleja, P.; Dorel, R.; Echavarren, A. M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 520.
    摘要:Calleja, P.; Dorel, R.; Echavarren, A. M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 490.
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