50982-55-3Relevant academic research and scientific papers
A New Synthetic Pathway to Symmetric Bisubstituted Naphthoquinones
Migulin, Vasily A.
, p. 60 - 68 (2019/12/26)
straightforward and practical synthesis of 2,3-diiodo-1,4-naphthoquinone is reported. Based on the prepared diiodide, a new synthetic approach to symmetric bisubstituted 1,4-naphthoquinones via double Suzuki-Miyaura reaction at room temperature has been researched and developed. The presented general method combines broad-spectrum applicability, efficiency, and simplicity providing target materials in good to quantitative yields.
Synthesis of tetraaryl-p-benzoquinones and 2,3-diaryl-1,4-naphthoquinones via Suzuki-Miyaura cross-coupling reactions
Hassan, Zahid,Ullah, Ihsan,Ali, Iftikhar,Khera, Rasheed Ahmad,Knepper, Ingo,Ali, Asad,Patonay, Tamás,Villinger, Alexander,Langer, Peter
, p. 460 - 469 (2013/02/23)
The palladium-catalyzed Suzuki-Miyaura coupling reaction of tetrabromo-p-benzoquinone and 2,3-dibromonaphthoquinone provide a convenient approach to tetraaryl-p-benzoquinones and 2,3-diarylnaphthoquinones. Suzuki-Miyaura of tetrabromo-1,4-phenylene bis(tr
Palladium-Catalysed Cross Coupling of Arylboronic Acids with 2-Chloro-1,4-naphthoquinones: The Synthesis of 2-Aryl- and 2,3-Bisaryl-1,4-naphthoquinones
Best, Wayne M.,Sims, Colette G.,Winslade, Merilyn
, p. 401 - 404 (2007/10/03)
2-Chloro-1,4-naphthoquinones underwent palladium-catalysed cross coupling reactions with arylboronic acids to give the corresponding 2-aryl-1,4-naphthoquinones. Similarly, 2,3-dichloro-1,4-naphthoquinone underwent efficient cross coupling reactions with arylboronic acids to give mono or bis adducts. The required 2-chloro-1,4-naphthoquinones were conveniently prepared from the corresponding 2-hydroxy-1,4-naphthoquinones by treatment with oxalyl chloride.
Regiospecific synthesis of unsymmetrical 2,3-Diarylquinones via stepwise Pd(O)-Catalyzed couplings of arylstannanes to doubly activated quinone equivalents
Stagliano, Kenneth W.,Malinakova, Helena C.
, p. 6617 - 6620 (2007/10/03)
Coupling of arylstannanes to 2-phenyliodonio-1,4-naphthoquinone-3-oxide in the presence of a tetrakis(triphenylphosphine)palladium(O)-cuprous iodide catalyst yields 3-aryl-2-hydroxy-1,4-naphthoquinones which are converted to the corresponding 3-aryl-2-trifluoromethanesulfonyloxy-1,4-naphthoquinone and coupled to a different arylstannane to yield unsymmetrical 2,3-diaryl-1,4-naphthoquinones in good yields.
