Selectfluor-mediated benzo[d][1,2,3]triazole functionalisation of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

被引:3
作者
Li, Xiaofang [1 ]
Fu, Xinliang [1 ]
Huang, Yulin [1 ]
Yan, Zhiyong [2 ]
机构
[1] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Key Lab Theoret Organ Chem & Funct Mol, Minist Educ, Xiangtan 411201, Hunan, Peoples R China
[2] Jiaxing Univ, Coll Mat & Text Engn, Jiaxing 314001, Peoples R China
基金
中国国家自然科学基金;
关键词
1H-benzo[d][1,2,3]triazole; 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; Selectfluor; NORCORROLE; BODIPYS; SYSTEM; RING;
D O I
10.3184/174751918X15233557008107
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
8-Aryl-1-(1H-benzo[d][1,2,3]triazole-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene and 8-aryl-3,5-di-(1H-benzo[d][1,2,3]triazole-yl)4,4-difluoro-4-bora-3a,4a-diaza-s-indacene derivatives were synthesised by the reaction of 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene with benzo[d][1,2,3]triazole in the presence of Selectfluor in moderate to good yields. The reaction took placed regioselectively on the 3(5)-position carbon of 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene, which was confirmed by X-ray analysis.
引用
收藏
页码:202 / 205
页数:4
相关论文
共 22 条
  • [1] Boron dipyrromethene (BODIPY)-based photosensitizers for photodynamic therapy
    Awuah, Samuel G.
    You, Youngjae
    [J]. RSC ADVANCES, 2012, 2 (30) : 11169 - 11183
  • [2] Fluorescent indicators based on BODIPY
    Boens, Noel
    Leen, Volker
    Dehaen, Wim
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (03) : 1130 - 1172
  • [3] Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF3O-Palladation Initiated by Pd(IV)
    Chen, Chaohuang
    Luo, Yixin
    Fu, Liang
    Chen, Pinhong
    Lan, Yu
    Liu, Guosheng
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (04) : 1207 - 1210
  • [4] High-Efficiency BODIPY-Based Organic Photovoltaics
    Chen, John J.
    Conron, Sarah M.
    Erwin, Patrick
    Dimitriou, Michael
    McAlahney, Kyle
    Thompson, Mark E.
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (01) : 662 - 669
  • [5] 8-Hydroxyquinoline-Substituted Boron-Dipyrromethene Compounds: Synthesis, Structure, and OFF-ON-OFF Type of pH-Sensing Properties
    Chen, Yuting
    Wang, Hailong
    Wan, Liang
    Bian, Yongzhong
    Jiang, Jianzhuang
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (10) : 3774 - 3781
  • [6] Nitration of Norcorrolatonickel(II): First Observation of a Diatropic Current in a System Comprising a Norcorrole Ring
    Deng, Zhihong
    Li, Xiaofang
    Stepien, Marcin
    Chmielewski, Piotr J.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (12) : 4231 - 4246
  • [7] MegaStokes BODIPY-triazoles as environmentally sensitive turn-on fluorescent dyes
    Er, Jun Cheng
    Tang, Mui Kee
    Chia, Chee Geng
    Liew, Huimin
    Vendrell, Marc
    Chang, Young-Tae
    [J]. CHEMICAL SCIENCE, 2013, 4 (05) : 2168 - 2176
  • [8] Synthesis and properties of novel fluorescent switches
    Golovkova, TA
    Kozlov, DV
    Neckers, DC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (14) : 5545 - 5549
  • [9] Pyridine-Fused Bis(Norcorrole) through Hantzsch-Type Cyclization: Enhancement of Antiaromaticity by an Aromatic Bridge
    Li, Xiaofang
    Meng, Yankui
    Yi, Pinggui
    Stepien, Marcin
    Chmielewski, Piotr J.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (36) : 10810 - 10814
  • [10] Synthesis of N-Confused Porphyrin Derivatives with a Substituted 3-C Position
    Li, Xiaofang
    Liu, Bin
    Yi, Pinggui
    Yi, Rongqiong
    Yu, Xianyong
    Chmielewski, Piotr J.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (07) : 2345 - 2349