Synthesis of Hexa(furan-2-yl)benzenes and Their π-Extended Derivatives

被引:23
|
作者
Mitsudo, Koichi [1 ]
Harada, Jyunji [1 ]
Tanaka, Yo [1 ]
Mandai, Hiroki [1 ]
Nishioka, Chie [1 ]
Tanaka, Hideo [1 ]
Wakamiya, Atsushi [2 ]
Murata, Yasujiro [2 ]
Suga, Seiji [1 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biotechnol, Kita Ku, Okayama 7008530, Japan
[2] Kyoto Univ, Inst Chem Res, Kyoto 6110011, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 06期
关键词
CATALYZED 2+2+2 CYCLOADDITION; FIELD-EFFECT TRANSISTORS; ELECTROCHEMICAL PROPERTIES; ALPHA-OLIGOFURANS; FURAN MOIETY; EFFICIENT; HOLE; SEMICONDUCTOR; CONSTRUCTION; MOLECULES;
D O I
10.1021/jo302652r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl3/i-Pr2NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their pi-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides.
引用
收藏
页码:2763 / 2768
页数:6
相关论文
共 50 条
  • [1] (Furan-2-yl)[(furan-2-yl)carbonyldisulfanyl]methanone
    Wang, Qian
    Shu, Youqin
    Hou, Xuehui
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3055 - U1582
  • [2] Synthesis and In Vitro Protein Tyrosine Kinase Inhibitory Activity of Furan-2-yl(phenyl)methanone Derivatives
    Zheng, Fei Lang
    Ban, Shu Rong
    Feng, Xiu E.
    Zhao, Cheng Xiao
    Lin, Wenhan
    Li, Qing Shan
    MOLECULES, 2011, 16 (06): : 4897 - 4911
  • [3] Preparation of 4-(Nitromethyl)furan Derivatives and Their Application in the Syntheses of Bis(furan-2-yl)oximes
    Wan, Yinbo
    Zhu, Yang
    Peng, Haiyun
    Deng, Guisheng
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (01): : 281 - 293
  • [4] Synthesis of 3-Aryl-3-(Furan-2-yl)Propanoic Acid Derivatives, and Study of Their Antimicrobial Activity
    Kalyaev, Mikhail, V
    Ryabukhin, Dmitry S.
    Borisova, Marina A.
    Ivanov, Alexander Yu
    Boyarskaya, Irina A.
    Borovkova, Kristina E.
    Nikiforova, Lia R.
    Salmova, Julia, V
    Ul'yanovskii, Nikolay, V
    Kosyakov, Dmitry S.
    Vasilyev, Aleksander V.
    MOLECULES, 2022, 27 (14):
  • [5] Synthesis of New 3-(Furan-2-yl)-Substituted Dibenzo-Diazepin-1-one Derivatives
    Wang, Fang-Ming
    Bao, Dan
    Wang, Ming
    Yin, Qing-Huan
    Chen, Li-Zhuang
    Han, Guang-Fan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (04) : 1081 - 1085
  • [6] Novel enantioselective synthesis of both enantiomers of furan-2-yl Amines and amino acids
    Demir, AS
    Sesemoglu, Ö
    Ülkü, D
    Arici, C
    HELVETICA CHIMICA ACTA, 2003, 86 (01) : 91 - 105
  • [7] Synthesis, characterization and computational studies of 1,3-bis[(E)-furan-2-yl)methylene]urea and 1,3-bis[(E)-furan-2-yl)methylene]thiourea
    Alabi, Kazeem Adelani
    Abdulsalami, Ibrahim Olasegun
    Adeoye, Moriam Dasola
    Aderinto, Shukurat Modupe
    Adigun, Rasheed Adewale
    PHYSICAL SCIENCES REVIEWS, 2022, 7 (08) : 923 - 931
  • [8] Synthesis of 1,2-bis(3-methylbenzo[b]furan-2-yl)cyclopentene and 1,2-bis(3-methylbenzo[b]furan-2-yl)cyclohexene
    E. N. Shepelenko
    V. P. Rybalkin
    O. G. Karamov
    N. I. Makarova
    A. V. Metelitsa
    L. L. Popova
    V. A. Bren’
    Russian Journal of Organic Chemistry, 2006, 42 : 1727 - 1729
  • [9] Synthesis and reactivity of 2-(furan-2-yl)benzo[e][1,3]benzothiazole
    А. А. Aleksandrov
    М. М. El’chaninov
    Russian Journal of General Chemistry, 2017, 87 : 1716 - 1720
  • [10] Synthesis of 1,2-bis(3-methylbenzo[b]furan-2-yl)cyclopentene and 1,2-bis(3-methylbenzo[b]furan-2-yl)cyclohexene
    Shepelenko, E. N.
    Rybalkin, V. P.
    Karamov, O. G.
    Makarova, N. I.
    Metelitsa, A. V.
    Popova, L. L.
    Bren, V. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (11) : 1727 - 1729