1394846-67-3Relevant academic research and scientific papers
Selective synthesis of 1-halonaphthalenes by copper-catalyzed benzannulation
Umeda, Rui,Ueda, Ryo,Tanaka, Taiki,Hayashi, Akitsugu,Ikeshita, Masahiro,Suzuki, Shuichi,Naota, Takeshi,Nishiyama, Yutaka
supporting information, (2020/12/29)
The synthesis of 1-halonaphthalenes by the Cu-catalyzed benzannulation reaction of 2-(phenylethynyl)benzaldehyde and alkynes in the presence of the halogen reagents such as NBS, NCS, and NIS, was developed. This protocol afforded various type of 1-halonap
Metal-Free Visible-Light-Mediated Aromatization of 1,2–Dihydronaphthalenes
Rammal, Fatima,Gaumont, Annie-Claude,Lakhdar, Sami
supporting information, p. 1482 - 1485 (2019/12/12)
A series of polyaromatic naphthalenes have been synthesized through the dehydrogenation of the corresponding 1,2-dihydroarylnaphthalenes by using 9-mesityl-10-methylacridinium perchlorate as a photocatalyst and diphenyliodonium triflate as an external oxidant under visible light irradiation. The reaction proceeds smoothly under metal-free conditions and tolerates some functionalities. Interestingly, the reaction is also amenable to the aromatization of tetrahydronaphthalenes and fair conversions were obtained. Preliminary mechanistic investigations have been conducted and a reasonable mechanism is proposed.
Copper-catalyzed carboarylation of alkynes via vinyl cations
Walkinshaw, Andrew J.,Xu, Wenshu,Suero, Marcos G.,Gaunt, Matthew J.
, p. 12532 - 12535 (2013/09/23)
Copper-catalyzed arylation of electron rich alkynes reveals stabilized trisubstituted vinyl cation equivalents that react with pendant arene nucleophiles to form all carbon tetrasubstituted alkenes. The new process streamlines the synthesis of important medicinally relevant molecules.
Rhenium-catalyzed regioselective synthesis of 1,2-disubstituted naphthalenes
Umeda, Rui,Nishi, Satoru,Kojima, Aya,Kaiba, Kenta,Nishiyama, Yutaka
, p. 179 - 182 (2013/02/21)
Rhenium-catalyzed coupling reaction of alkynes with phenylacetaldehyde dimethylacetal in the presence of H2O regioselectively afforded the corresponding 1,2-disubstituted naphthalenes.
Regioselective synthesis of substituted naphthalenes and phenanthrenes by FeCl3-promoted annulation of aryl and naphthyl acetaldehydes with alkynes
Bu, Xiuli,Hong, Longcheng,Liu, Ruiting,Hong, Jianquan,Zhang, Zhengxing,Zhou, Xigeng
, p. 7960 - 7965 (2012/09/21)
The FeCl3-promoted annulation reaction of aryl acetaldehydes with alkynes has been established, which provides a new and versatile straightforward procedure for the regioselective synthesis of mono-, di-, and polysubstituted naphthalenes under mild conditions. Interestingly, the present catalytic system not only differentiates between internal and terminal alkynes but also shows unprecedented complete Me3SiOH elimination selectivity for silyl alkyne substrates. Furthermore, the synthesis of a series of substituted phenanthrenes via reactions of nathphyl acetaldehydes with internal alkynes is also achieved for the first time in good yields with excellent regioselectivity.
