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Recent advances on oxazolidinones synthesize from carbon dioxide

WANG Bian-ling GUO Zhi-qiang WEI Xue-hong

王变玲, 郭志强, 魏学红. 二氧化碳合成杂环噁唑烷酮的研究进展[J]. 燃料化学学报, 2023, 51(1): 85-100. doi: 10.1016/S1872-5813(22)60055-0
引用本文: 王变玲, 郭志强, 魏学红. 二氧化碳合成杂环噁唑烷酮的研究进展[J]. 燃料化学学报, 2023, 51(1): 85-100. doi: 10.1016/S1872-5813(22)60055-0
WANG Bian-ling, GUO Zhi-qiang, WEI Xue-hong. Recent advances on oxazolidinones synthesize from carbon dioxide[J]. Journal of Fuel Chemistry and Technology, 2023, 51(1): 85-100. doi: 10.1016/S1872-5813(22)60055-0
Citation: WANG Bian-ling, GUO Zhi-qiang, WEI Xue-hong. Recent advances on oxazolidinones synthesize from carbon dioxide[J]. Journal of Fuel Chemistry and Technology, 2023, 51(1): 85-100. doi: 10.1016/S1872-5813(22)60055-0

二氧化碳合成杂环噁唑烷酮的研究进展

doi: 10.1016/S1872-5813(22)60055-0
详细信息
  • 中图分类号: O621.3

Recent advances on oxazolidinones synthesize from carbon dioxide

Funds: The project was supported by the Fundamental Research Program of Shanxi Province (20210302123446)
More Information
    Corresponding author: 郭志强, 男, 博士, 副教授, 主要从事金属有机化学和二氧化碳的活化转化研究. E-mail: gzq@sxu.edu.cn魏学红, 男, 博士, 教授, 主要从事金属有机化学和精细化学品化学研究. E-mail: xhwei@sxu.edu.cn
  • 摘要: 二氧化碳捕获和利用 (CCU)是目前降低大气中二氧化碳浓度的最好方法之一,而且具有很好的发展前景。在此基础上人们探究了以CO2为碳源合成有机化合物的方法。噁唑烷酮分子通常被应用于合成一些药物,并且在有机合成中也具有重要的意义,其合成方法近年来层出不穷,以二氧化碳为碳源的方法更是吸引了诸多研究工作者。早期人们利用二氧化碳和氮丙啶进行环加成反应,使用碱金属、Cr、Al等金属催化剂来提高反应的收率。考虑到成本和绿色合成的原则,选用廉价易得的离子液体或者不使用催化剂的方法更适合大规模的生产。除此之外,二氧化碳还可以和2-氨基醇等化合物在不同反应条件下得到优良甚至极好的产率。因此,本工作对近几年通过二氧化碳分别和氮丙啶、2-氨基醇、不饱和胺以及1, 2-二卤代烃反应合成噁唑烷酮的方法进行了总结和概述。
  • Figure  1  A general route to synthesize oxazolidinones from aziridines and CO2

    Figure  2  Structure of metal catalysts for catalytic reaction of CO2 and aziridines[47, 51, 53]

    (with permission from Royal Society of Chemistry, Wiley-VCH and Elsevier)

    Figure  3  A proposed catalytic cycle for the formation of 5- and 4- substituted oxazolidinones from the coupling of aziridine and CO2 in the sole presence of the Cr catalyst[46, 47]

    (with permission from American Chemical Society and Royal Society of Chemistry)

    Figure  4  Plausible catalytic cycle using aluminum complexes[51]

    (with permission from Wiley-VCH)

    Figure  5  A possible mechanism for the PEG6000(NBu3Br)2-catalyzed cycloaddition of CO2 with aziridine [60]

    (with permission from ACS Publications)

    Figure  6  A route to synthesize oxazolidinones from CO2 and β-amino alcohol

    Figure  7  A route to synthesize oxazolidinones from epoxides, amines and CO2

    Figure  8  Plausible mechanism for potassium phosphate-catalyzed synthesis of oxazolidinones from amines, aryl epoxides and CO2[101]

    (with permission from Royal Society of Chemistry)

    Figure  9  Structure of catalysts for catalytic reaction by CO2 with epoxides and amines[105, 106]

    (with permission from Wiley-VCH and Elsevier)

    Figure  10  A route to synthesize oxazolidinones from unsaturated amines and CO2

    Figure  11  A route to synthesize oxazolidinones from dihalogenated compounds[128]

    (with permission from Wiley-VCH)

    Figure  12  Plausible mechanism for DBU catalyzed synthesis of oxazolidinones from CO2, amines and 1,2-dichloroethane[130]

    (with permission from Royal Society of Chemistry)

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  • 收稿日期:  2022-05-11
  • 录用日期:  2022-07-13
  • 修回日期:  2022-06-18
  • 网络出版日期:  2022-08-05
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