201161-11-7Relevant academic research and scientific papers
Synthesis of Indole-, Benzo[ b]thiophene-, and Benzo[ b]selenophene-Based Analogues of the Resveratrol Dimers Viniferifuran and (±)-Dehydroampelopsin B
Krzyzanowski, Adrian,Saleeb, Michael,Elofsson, Mikael
, p. 6650 - 6654 (2018/10/25)
A convenient synthetic strategy to obtain viniferifuran and (±)-dehydroampelopsin B analogues based on the heterocyclic cores of indole, benzo[b]thiophene, and benzo[b]selenophene is presented. The key transformations utilized in the described syntheses include Sonogashira couplings, Cacchi and alkyne electrophilic cyclizations, Horner-Wadsworth-Emmons (HWE) reaction, chemoselective Suzuki-Miyaura couplings, and acid-promoted intramolecular cyclization to form the seven-membered ring of (±)-dehydroampelopsin B.
Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives
Osako, Takao,Uozumi, Yasuhiro
, p. 5866 - 5869 (2015/01/08)
A highly enantioposition-selective copper-catalyzed azide-alkyne cycloaddition (CuAAC) of dialkynes bearing prochiral biaryls has been developed for the construction of 1,2,3-triazoles bearing axially chiral biaryl groups in up to 76% yield and up to 99% ee.
Total synthesis of dictyodendrin A and B
Okano, Kentaro,Fujiwara, Hideto,Noji, Toshiharu,Fukuyama, Tohru,Tokuyama, Hidetoshi
supporting information; experimental part, p. 5925 - 5929 (2010/10/03)
(Figure Presented) In-do-line of fire: A highly efficient total synthesis of the title compounds features a novel benzyne-mediated one-pot indoline formation/cross-coupling sequence for the construction of a highly substituted key indoline intermediate. The peripheral substituents were then introduced onto the intermediate in a modular fashion to complete the total syntheses of dictyodendrin A and B.
Synthesis of regioselectively functionalized pyrenes via transition-metal-catalyzed electrocyclization
Walker, D. Barney,Howgego, Joshua,Davis, Anthony P.
experimental part, p. 3686 - 3692 (2010/12/20)
Transition-metal-catalyzed electrocyclic rearrangement of 2,6-diethynyl-1,1-biphenyl precursors to form polysubstituted pyrenes is described. This method is useful for the preparation of pyrenes with uncommon substitution patterns, and selective integrati
2D networks of rhombic-shaped fused dehydrobenzo[12]annulenes: Structural variations under concentration control
Tahara, Kazukuni,Okuhata, Satoshi,Adisoejoso, Jinne,Lei, Shengbin,Fujita, Takumi,De Feyter, Steven,Tobe, Yoshito
supporting information; experimental part, p. 17583 - 17590 (2010/04/01)
A series of alkyl- and alkoxy-substituted rhombic-shaped bisDBA derivatives 1a-d, 2a, and 2b were synthesized for the purpose of the formation of porous networks at the 1,2,4-trichlorobenzene (TCB)/graphite interface. Depending on the alkyl-chain length and the solute concentration, bisDBAs exhibit five network structures, three porous structures (porous A, B, and C), and two nonporous structures (nonporous D and E), which are attributed to their rhombic core shape and the position of the substituents. BisDBAs 1a and 1b with the shorter alkyl chains favorably form a porous structure, whereas bisDBAs 1c and 1d with the longer alkyl chains are prone to form nonporous structures. However, upon dilution, nonporous structures are typically transformed into porous ones, a trend that can be understood by the effect of surface coverage, molecular density, and intermolecular interactions on the system's enthalpy. Furthermore, porous structures are stabilized by the coadsorption of solvent molecules. The most intriguing porous structure, the Kagome pattern, was formed for all compounds at least to some extent, and the size of its triangular and hexagonal pores could be tuned by the alkyl-chain length. The present study proves that the concentration control is a powerful and general tool for the construction of porous networks at the liquid-solid interface.
A study on the metalation of alkoxydibromobenzenes
Da?browski, Marek,Kubicka, Joanna,Luliński, Sergiusz,Serwatowski, Janusz
, p. 4175 - 4178 (2007/10/03)
The metalation of (quasi)alkoxy-substituted dibromobenzenes C 6H3(OR)Br2 with lithium diisopropylamide (LDA) has been investigated. For 1-(quasi)alkoxy-3,5-dibromobenzenes (R = Me, TMS), different selectivities were observ
