1367458-53-4Relevant academic research and scientific papers
Br?nsted acid-catalysed hydroarylation of unactivated alkynes in a fluoroalcohol-hydrocarbon biphasic system: Construction of phenanthrene frameworks
Takahashi, Ikko,Fujita, Takeshi,Shoji, Noriaki,Ichikawa, Junji
, p. 9267 - 9270 (2019/08/08)
Transition metal-free hydroarylation of unactivated alkynes was achieved by combining a Br?nsted acid catalyst and a two-phase solvent system consisting of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) and cyclohexane. This protocol is applicable to a wide variety of 2-alkynylbiaryls which leads to the synthesis of substituted phenanthrenes via 6-endo-selective ring closure. The biphasic system achieves highly efficient ring closure by appropriate separation of cationic intermediates from neutral compounds. The vinyl carbocation intermediates are stabilised in the HFIP phase, while the substrates and products are distributed in the cyclohexane phase to suppress intermolecular side reactions.
Extended Study of Visible-Light-Induced Photocatalytic [4 + 2] Benzannulation: Synthesis of Polycyclic (Hetero)Aromatics
Chatterjee, Tanmay,Lee, Da Seul,Cho, Eun Jin
, p. 4369 - 4378 (2017/04/28)
Herein we report an extended study of [4 + 2] benzannulation reactions of 2-(hetero)aryl-substituted anilines with alkynes by visible light photocatalysis. The method requires the use of tBuONO as a diazotizing agent and 0.3 mol % of fac-Ir(ppy)3 as a photocatalyst at room temperature. The reaction proceeded in a chemo- and regioselective manner with high functional group tolerance under mild conditions allowing the preparation of a wide variety of polycyclic (hetero)aromatic compounds, including phenanthrenes, in moderate to high yields. This procedure is amenable to gram-scale synthesis of 9-phenylphenanthrene.
Cascade cyclization of aryldiynes using iodine: Synthesis of iodo-substituted benzo[b]naphtho[2,1-d]thiophene derivatives for dye-sensitized solar cells
Ferrara, Giovanni,Jin, Tienan,Akhtaruzzaman, Md.,Islam, Ashraful,Han, Liyuan,Jiang, Hua,Yamamoto, Yoshinori
, p. 1946 - 1950 (2012/05/05)
A facile, efficient, and general synthetic method for iodo-substituted benzo[b]naphtho[2,1-d]thiophenes has been developed via a cascade cyclization of thioanisole-substituted aryldiynes using iodine. A new donor-π linker-acceptor (D-π-A) organic dye, G1,
