Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane

Riccardo Porta; Alessandra Puglisi; Giacomo Colombo; Sergio Rossi; Maurizio Benaglia

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Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane

机译：伯胺的连续流合成：用三氯硅烷无金属还原脂肪族和芳香族硝基衍生物

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The metal-free reduction of nitro compounds to amines mediated by trichlorosilane was successfully performed for the first time under continuous-flow conditions. Aromatic as well as aliphatic nitro derivatives were converted to the corresponding primary amines in high yields and very short reaction times with no need for purification. The methodology was also extended to the synthesis of two synthetically relevant intermediates (precursors of baclofen and boscalid).

机译：在连续流动条件下，首次成功地将三氯硅烷介导的硝基化合物无金属还原为胺。芳香族和脂肪族硝基衍生物可以高收率和非常短的反应时间转化为相应的伯胺，无需纯化。该方法还扩展到了两种合成相关的中间体（巴氯芬和boscalid的前体）的合成。

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《Beilstein journal of organic chemistry.》 |2016年第1期|共6页
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Riccardo Porta; Alessandra Puglisi; Giacomo Colombo; Sergio Rossi; Maurizio Benaglia;
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中图分类有机化学;
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1. Metal-Free Reduction of Aromatic and Aliphatic Nitro Compounds to Amines: A HSiCl3-Mediated Reaction of Wide General Applicability [J] . Orlandi M., Tosi F., Bonsignore M., Organic letters . 2015,第16期

机译：芳香族和脂肪族硝基化合物向胺的无金属还原：HSiCl3介导的反应，具有广泛的通用性
2. Reductions using ZrCl4/NaBH4: A novel and efficient conversion of aromatic, aliphatic nitro compounds to primary amines [J] . Chary KP., Iyengar DS., Ram SR. Synlett . 2000,第5期

机译：使用ZrCl4 / NaBH4进行还原：芳香族，脂肪族硝基化合物向伯胺的新型高效转化
3. Metal-Free Reduction of Aromatic Nitro Compounds to Aromatic Amines with B(2)pin(2) in Isopropanol [J] . Lu Hongtao, Geng Zhiyue, Li Jingya, Organic letters . 2016,第11期

机译：B（2）pin（2）在异丙醇中的芳香族硝基化合物的无金属还原成芳香胺
4. DERIVATIZATION-FREE ANALYSIS OF VOLATILE ALIPHATIC AND AROMATIC PRIMARY, SECONDARY AND TERTIARY AMINES IN INDOOR AIR BY HPLC-ESI-MS [C] . M Rampfl, F Mayer, K Breuer, Indoor Air 2005 . 2005

机译：高效液相色谱-ESI-MS分析室内空气中的挥发性脂族和芳族主要，二次和叔胺
5. CARBOHYDRAZIDE AS A SOLID REDUCING AGENT FOR REACTION GAS CHROMATOGRAPHY (DETERMINATION OF AZO, NITRO AND SULFONATE COMPOUNDS). PART I: REACTIONGAS CHROMATOGRAPHY OF AZO COMPOUNDS BY CARBOHYDRAZIDE REDUCTION AND GAS CHROMATOGRAPHY OF THE RESULTANT COMPOUNDS. PART II: ANALYSIS OF AROMATIC NITRO COMPOUNDS AND AROMATIC SULFONATES BY CARBOHYDRAZIDE REDUCTION AND GAS CHROMATOGRAPHY OF THE RESULTANT COMPOUNDS. [D] . RAHN, PETER CHARLES. 1973

机译：碳酰肼作为一种固体还原剂，用于气相色谱法（测定偶氮，硝基和磺酸盐化合物）。第一部分：偶氮化合物通过碳酰肼还原反应的气相色谱法和所得化合物的气相色谱法。第二部分：用碳酰肼还原法和气相色谱法分析芳香族硝基化合物和芳香族硫酸酯。
6. Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane [O] . Riccardo Porta, Alessandra Puglisi, Giacomo Colombo, 2016

机译：伯胺的连续流合成：用三氯硅烷无金属还原脂肪族和芳香族硝基衍生物
7. Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane [O] . Riccardo Porta, Alessandra Puglisi, Giacomo Colombo, 2016

机译：伯胺的连续流动合成：用三氯硅烷无脂肪还原脂族和芳族硝基衍生物
8. Fluorescence Detection and Identification of Nitro Derivatives of Polynuclear Aromatic Hydrocarbons by On-Column Catalytic Reduction to Aromatic Amines [R] . Tejada, S. B. , Zweidinger, R. B. , Sigsby, J. E. 1986

机译：柱上催化还原芳香胺荧光检测和鉴定多环芳烃硝基衍生物

Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane

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