留言板

尊敬的读者、作者、审稿人, 关于本刊的投稿、审稿、编辑和出版的任何问题, 您可以本页添加留言。我们将尽快给您答复。谢谢您的支持!

姓名
邮箱
手机号码
标题
留言内容
验证码
x 关闭 永久关闭

应中央军委要求，2022年9月起，《药学实践杂志》将更名为《药学实践与服务》，双月刊，正文96页；2023年1月起，拟出版月刊，正文64页，数据库收录情况与原《药学实践杂志》相同。欢迎作者踊跃投稿！

苄基芳基醚重排催化反应的研究进展

王重庆,  马宁宁,  杨超,  刘世豪,  朱驹,  郑灿辉

downloadPDF
文章导航 > 药学实践与服务  > 2015 >  33(6): 486-489
王重庆, 马宁宁, 杨超, 刘世豪, 朱驹, 郑灿辉. 苄基芳基醚重排催化反应的研究进展[J]. 药学实践与服务, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
引用本文: 王重庆, 马宁宁, 杨超, 刘世豪, 朱驹, 郑灿辉. 苄基芳基醚重排催化反应的研究进展[J]. 药学实践与服务, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
shu
WANG Chongqing, MA Ningning, YANG Chao, LIU Shihao, ZHU Ju, ZHENG Canhui. Research progress in the catalytic rearrangement reaction of benzyl phenyl ethers[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
Citation: WANG Chongqing, MA Ningning, YANG Chao, LIU Shihao, ZHU Ju, ZHENG Canhui. Research progress in the catalytic rearrangement reaction of benzyl phenyl ethers[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
shu

苄基芳基醚重排催化反应的研究进展

doi: 10.3969/j.issn.1006-0111.2015.06.002
  • 1.

    第二军医大学药学院药物化学教研室, 上海 200433

  • 2.

    总后直属供应保障局门诊部, 北京 100071

Research progress in the catalytic rearrangement reaction of benzyl phenyl ethers

  • 1.

    Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China

  • 2.

    Outpatient Department, Supply and Support Division of General Logistics Department of PLA, Beijing 100071, China

  • 摘要: 苄基芳基醚(BPE)的重排反应在有机化学和药物合成中具有重要作用。综述BPE在三氟乙酸、磷钨酸、环糊精、熔融锡和三溴化铝等不同催化体系中的重排反应,并探讨其可能的反应机制。
    Abstract: The rearrangement reaction of benzyl phenyl ethers(BPE) plays an important role in the organic chemistry and drug synthesis. This paper briefly reviewed the rearrangement reaction and its possible mechanism in various catalytic systems, such as trifluoroacetic acid, phosphotungstic acid, cyclodextrin, molten tin and aluminium bromide.
  • [1] Hartmann C, Gattermann L. Ueber die verseifung von phenoläthern und derivaten derselben, sowie von s ure thern durch aluminiumchlorid[J]. Eur J Inorg Chem, 1892, 25(2): 3531-3534.
    [2] Sagrera G, Seoane G. Acidic rearrangement of (benzyloxy)chalcones: a short synthesis of chamanetin[J]. Synthesis, 2009, 24: 4190-4202.
    [3] Petchmanee T, Ploypradith P, Ruchirawat S, et al. Solid-supported acids for debenzylation of aryl benzyl ethers[J]. J Org Chem, 2006, 71(7): 2892-2895.
    [4] Bhure MH, Rode CV, Chikate RC, et al. Phosphotungstic acid as effcient solid catalyst for intramolecular rearrangement of benzyl phenyl ether to 2-benzyl phenol[J]. Catal Commun, 2007, 8: 139-144.
    [5] Rode CV, Garade AC, Chikate RC. Solid acid catalysts: modification of acid sites and effect on activity and selectivity tuning in various reactions[J]. Catal Surv Asia, 2009,13:205-220.
    [6] Khabnadideh S, Pez D, Musso A, et al. Design, synthesis and evaluation of 2,4-diaminoquinazolines as inhibitors of trypanosomal and leishmanial dihydrofolate reductase[J]. Bioorg Med Chem, 2005, 13(7): 2637-2649.
    [7] Pitchumani K, Devanathan S, Ramamurthy V. Modification of photochemical reactivity on formation of inclusion complexes: photorearrangement of benzyl phenyl ethers and methyl phenoxyacetates[J]. J Photochem Photobiol A:Chem, 1992, 69: 201-208.
    [8] Ramamurthy V. Organic photochemistry in organized media[J]. Tetrahedron, 1986, 42(21): 5753-5839.
    [9] Kelly DP, Pinhey JT. The photochemical rearrangement of phenoxyacetic acids[J]. Tetrahedron Lett, 1964, 46(5): 3427-3429.
    [10] Ozawa S, Suenaga T, Ogino Y. Effects of molten tin surface upon the reaction of benzyl phenyl ether[J]. Fuel, 1985, 64(5): 712-714.
    [11] Shimamura N, Sugimori A. Direct and sensitized photoreactions of allyl phenyl ether[J]. Bull Chem Soc Jpn, 1971, 44(1): 281-283.
    [12] Xu JQ, George M, Weiss RG. Photo-fries rearrangements of 1-naphthyl (R)-2-phenylpropanoate in poly(vinyl acetate) and ethyl acetate. Influence of medium polarity and polymer relaxation on motions of singlet radical pairs[J]. Ann Braz Acad Sci, 2006, 78(1): 31-44.
    [13] Tarbell DS,Petropoulos JC. The action of aluminum bromide on benzyl phenyl ether[J]. J Am Chem Soc, 1952, 74(5): 244-248.
    [14] Hart H, Eleuterio HS . The stereochemistry of aromatic alkylations II. the thermal rearrangement of alkyl aryl ethers[J]. J Am Chem Soc, 1954, 76(2): 519-522.
    [15] Hart LS, Waddington CR. Aromatic rearrangements in the benzene series. Part 4. intramolecularity of both the ortho- and para-rearrangements of benzyl phenyl ether as shown by labelling experiments[J]. J Chem Soc, 1985,Perkin Trans II:1607-1612.
    [16] Hart H,Kosak JR. Stereochemical control by solvent in the thermal rearrangement of aryl α-phenethyl ethers[J]. J Org Chem, 1958, 23: 2019-2020.
    [17] Dewar MJS, Pierini AB. Mechanism of the diels-alder reaction. Studies of the addition of maleic anhydride to furan and methylfurans[J]. J Am Chem Soc, 1984, 106(1): 203-208.
  • [1] 张艺昕, 关欣怡, 王博宁, 闻俊, 洪战英.  二氢吡啶类钙离子拮抗药物手性分析及其立体选择性药动学研究进展 . 药学实践与服务, 2024, 42(8): 319-324. doi: 10.12206/j.issn.2097-2024.202308062
    [2] 黄韵, 张正银, 金英, 郑怡菁, 李铁军, 孙莉莉.  耐碳青霉烯类肺炎克雷伯菌及大肠埃希菌临床分离株耐药性及耐药基因分析 . 药学实践与服务, 2024, 42(10): 439-444. doi: 10.12206/j.issn.2097-2024.202309059
    [3] 王晓飞, 张颖, 顾佳钰, 胡馨儿, 张海, 曹岩.  表面等离子共振传感器的识别元件在医药领域中的研究应用进展 . 药学实践与服务, 2024, 42(): 1-9. doi: 10.12206/j.issn.2097-2024.202309014
    [4] 王耀振, 徐灿, 吕顺莉, 田泾, 张东炜.  钾离子竞争性酸阻滞剂的药学特征研究进展 . 药学实践与服务, 2024, 42(7): 278-284. doi: 10.12206/j.issn.2097-2024.202306040
    [5] 冯志惠, 邓仪卿, 叶冰, 安培, 张宏, 张海军.  雀梅藤石油醚提取物诱导三阴性乳腺癌细胞凋亡的实验研究 . 药学实践与服务, 2024, 42(6): 253-259. doi: 10.12206/j.issn.2097-2024.202311055
    [6] 钱淑雨, 李铁军.  耐碳青霉烯类肠杆菌耐药机制的研究进展 . 药学实践与服务, 2024, 42(10): 419-425. doi: 10.12206/j.issn.2097-2024.202405005
  • 加载中
WeChat 点击查看大图
计量
  • 文章访问数:  3160
  • HTML全文浏览量:  305
  • PDF下载量:  334
  • 被引次数: 0
出版历程
  • 收稿日期:  2014-05-15
  • 修回日期:  2014-11-12

苄基芳基醚重排催化反应的研究进展

doi: 10.3969/j.issn.1006-0111.2015.06.002
  • 1. 第二军医大学药学院药物化学教研室, 上海 200433
  • 2. 总后直属供应保障局门诊部, 北京 100071
  • 收稿日期: 2014-05-15
  • 修回日期: 2014-11-12

摘要: 苄基芳基醚(BPE)的重排反应在有机化学和药物合成中具有重要作用。综述BPE在三氟乙酸、磷钨酸、环糊精、熔融锡和三溴化铝等不同催化体系中的重排反应,并探讨其可能的反应机制。

English Abstract

王重庆, 马宁宁, 杨超, 刘世豪, 朱驹, 郑灿辉. 苄基芳基醚重排催化反应的研究进展[J]. 药学实践与服务, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
引用本文: 王重庆, 马宁宁, 杨超, 刘世豪, 朱驹, 郑灿辉. 苄基芳基醚重排催化反应的研究进展[J]. 药学实践与服务, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
shu
WANG Chongqing, MA Ningning, YANG Chao, LIU Shihao, ZHU Ju, ZHENG Canhui. Research progress in the catalytic rearrangement reaction of benzyl phenyl ethers[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
Citation: WANG Chongqing, MA Ningning, YANG Chao, LIU Shihao, ZHU Ju, ZHENG Canhui. Research progress in the catalytic rearrangement reaction of benzyl phenyl ethers[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 486-489. doi: 10.3969/j.issn.1006-0111.2015.06.002
shu

    全文HTML

参考文献 (17)

目录

    /

    返回文章
    返回

    版权所有：《药学实践与服务》编辑委员会

    主管、主办: 中国人民解放军海军军医大学地址: 上海市杨浦区国和路325号邮政编码: 200433

    电话: （021）81871324,81871397 E-mail: [email protected]

    网站备案号 沪ICP备05003363号-1

    本系统由 北京仁和汇智信息技术有限公司 开发    百度统计