Synthesis of 2,6-disubstituted tetrahydroazulene derivatives

被引:1
作者
Hussain, Zakir [1 ,2 ]
Hopf, Henning [1 ]
Ayub, Khurshid [2 ]
Eichhorn, S. Holger [3 ]
机构
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
[2] COMSATS Inst Informat Technol CIIT, Dept Chem, Abbottabad 22060, KPK, Pakistan
[3] Univ Windsor, Dept Chem & Biochem, Windsor, ON N9B 3P4, Canada
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 8卷
关键词
carbene addition; hydroazulenes; liquid crystals; ring expansion;
D O I
10.3762/bjoc.8.77
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of hydroazulene derivatives has been carried out through a ring-enlargement route by using carbene adduct intermediates. The protocol can be applied for the construction of functionalized hydroazulene skeletons as key components of many natural products as well as the core system of novel liquid-crystalline materials.
引用
收藏
页码:693 / 698
页数:6
相关论文
共 23 条
  • [1] REAGENTS AND SYNTHETIC METHODS .21. THIONYL CHLORIDE /4-(N,N-DIMETHYLAMINO)PYRIDINE COMPLEX - A SIMPLE ONE-POT METHOD FOR ESTERIFICATION OF CARBOXYLIC-ACIDS
    ARRIETA, A
    GARCIA, T
    PALOMO, C
    [J]. SYNTHETIC COMMUNICATIONS, 1982, 12 (14) : 1139 - 1146
  • [2] FUNGAL METABOLITES .8. STRUCTURES OF NEW SESQUITERPENES FROM LACTARIUS-SCROBICULATUS
    BATTAGLIA, R
    DEBERNARDI, M
    FRONZA, G
    MELLERIO, G
    VIDARI, G
    VITAFINSI, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 1980, 43 (03): : 319 - 328
  • [3] THERMALLY INDUCED SKELETAL REARRANGEMENTS OF TROPILIDENES
    BERSON, JA
    WILLCOTT, MR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (11) : 2494 - &
  • [4] EXCITED-STATE INTERACTIONS AND DECAY ROUTES IN BICHROMOPHORIC SYSTEMS - NONCONJUGATED PHENYL KETONES
    CARLSON, GLB
    QUINA, FH
    ZARNEGAR, BM
    WHITTEN, DG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (02) : 347 - 354
  • [5] CONVENIENT SYNTHESIS OF THE PSEUDOGUAIANE RING-SYSTEM
    CHRISTIE, JJ
    VARKEY, TE
    WHITTLE, JA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (18) : 3590 - 3592
  • [6] STEREOSELECTIVE SYNTHESIS OF TRANS-HYDROAZULENE DERIVATIVES BY TANDEM MICHAEL-INTRAMOLECULAR WITTIG REACTIONS OF A CYCLIC PHOSPHONIUM YLIDE WITH ALKYL OR ARYL 1-CYCLOPENTENYL KETONES
    FUJIMOTO, T
    UCHIYAMA, YK
    KODAMA, Y
    OHTA, K
    YAMAMOTO, I
    KAKEHI, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) : 7322 - 7323
  • [7] Heilbronner E., 1959, Nonbenzenoid Aromatic Compounds
  • [8] Perhydroazulenes - A New Class of Liquid Crystalline Materials
    Hopf, Henning
    Hussain, Zakir
    Menon, Rajeev S.
    Raev, Vitaly
    Jones, Peter G.
    Pohl, Ludwig M.
    [J]. SYNLETT, 2011, (09) : 1273 - 1276
  • [9] Synthesis and stereochemical aspects of ethyl 1,1a,2,3,4,5,6,6a-octahydro-4-octylcyclopropa[f]indene-1-carboxylate
    Hussain, Z
    Koley, D
    Hopf, H
    [J]. HELVETICA CHIMICA ACTA, 2005, 88 (12) : 3263 - 3273
  • [10] (RS)-6-Ethyl 2-carboxy-1,2,3,4-tetrahydroazulene-6-carboxylate
    Hussain, Z
    Oeser, T
    Hopf, H
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2005, 61 : O652 - O653