26002-78-8Relevant academic research and scientific papers
Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes
Inai, Yasuhito,Usuki, Yoshinosuke,Satoh, Tetsuya
supporting information, p. 3029 - 3036 (2021/04/15)
The decarboxylative coupling of diversely substituted benzoic acids with internal alkynes proceeds smoothly in the presence of a [RhCl(cod)] 2/1,2,3,4-tetraphenyl-1,3-cyclopentadiene catalyst system to selectively produce highly substituted nap
Pd-Catalyzed Oxidative Annulation of Aryl Ethers with Alkynes: Synthesis of Functionalized Spirocycles and Naphthalenes
Chen, Nuan,Gong, Xiaojie,Peng, Shiyong,Sun, Xiaobo,Sun, Zhonghao,Wang, Jian,Wang, Lei,Zhu, Huijuan
supporting information, (2020/04/21)
Palladium-catalyzed dearomative [2+2+1] annulations of aryl ethers with alkynes are reported via para-selective C-H functionalization, providing highly functionalized spirocyclohexadienones in moderate to excellent yields under mild reaction conditions. Importantly, mechanistic investigation indicated an unusual C-O bond cleavage was involved. Moreover, polyarylated naphthalenes could be obtained via oxidative [2+2+2] annulation by tuning aryl ethers from monomethoxybenzenes to polymethoxybenzenes under an identical catalytic system.
Synthetic method for polysubstituted naphthalene compounds
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Paragraph 0031-0034, (2019/11/28)
The invention discloses a synthetic method for polysubstituted naphthalene compounds. The reaction general formula is shown in the description; and the technical solution is that the method comprisesthe following steps: performing cycloaddition on one phenol ether compound and one alkyne compound under heating and action of a transition metal/oxidant catalytic system through a one-pot process tosynthesize one polysubstituted naphthalene compound. The synthetic method provided by the invention has the advantages that the starting materials are cheap and easy to obtain, a solvent is not needed, the operation is convenient, the yield is high, and except for the final product, intermediates in a series of conversion processes do not need to be separated and purified, so that investment of capital and labor can be reduced; and the simple and efficient preparation method is provided for the polysubstituted naphthalene compounds.
O-Dihaloarenes as aryne precursors for nickel-catalyzed [2 + 2 + 2] cycloaddition with alkynes and nitriles
Hsieh, Jen-Chieh,Cheng, Chien-Hong
supporting information; experimental part, p. 2992 - 2994 (2009/02/04)
o-Dihaloarenes acting as aryne precursors react with acetylenes and nitriles catalyzed by the NiBr2(dppe)/dppe/Zn system to give substituted naphthalene, phenanthridine or triphenylene derivatives depending on the reaction conditions in moderat
Palladium-catalyzed formation of highly substituted naphthalenes from arene and alkyne hydrocarbons
Wu, Yao-Ting,Huang, Ke-Hsin,Shin, Chien-Chueh,Wu, Tsun-Cheng
experimental part, p. 6697 - 6703 (2009/07/01)
Several highly substituted naphthalenes 3 have been synthesized in a one-pot reaction by treatment of arenes 1 with alkynes 2 in the presence of palladium acetate and silver acetate. In this Pd-catalyzed protocol, an arene provides a benzo source for the construction of a naphthalene core through twofold aryl C - H bond activation. Reaction of triphenylphosphine with diphenylethyne (2 a) under the catalysis of PdIV complexes produced 1,2,3,4-tetraphenylnaphthalene (3ba) in 62% yield. Here, triphenylphosphine undergoes one aryl C - P bond cleavage and one aryl C - H bond activation to serve as a benzo moiety. Crystal structures of cycloadducts 3ea, 3ga, and 3ac have been analyzed. The twisted naphthalenes arise not only from the overcrowded substituents but also from the contribution of the CH3-π interaction.
