-transparent.png){kind=logo}
Synthesis of fused and linked bicyclic nitrogen heterocycles by palladium-catalyzed domino cyclization of propargyl bromides. 2010
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
The palladium(0)-catalyzed direct construction of bicyclic heterocycles is described. Treatment of propargyl bromides that have nucleophilic functional groups connected by two or three carbon atoms with catalytic [Pd(PPh(3))(4)] affords bis-cyclization products in good yields. The desired bicyclic heterocycles can be obtained selectively when using substrates with appropriate nucleophilic groups. We also describe the reaction of a 2-alkynylazetidine derivative with a catalytic amount of [Pd(PPh(3))(4)] under base-free conditions, which affords the same fused heterocycles as the corresponding propargyl bromides.
Related Publications
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
January 2022,
Angewandte Chemie (International ed. in English),
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
January 2008,
Angewandte Chemie (International ed. in English),
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
November 2022,
Chemistry, an Asian journal,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
September 2022,
Organic letters,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
May 2010,
The Journal of organic chemistry,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
May 2007,
The Journal of organic chemistry,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
January 2013,
Beilstein journal of organic chemistry,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
October 2020,
Molecules (Basel, Switzerland),
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
December 2010,
Organic letters,
Akinori Okano, and
Koji Tsukamoto, and
Shohei Kosaka, and
Hatsuo Maeda, and
Shinya Oishi, and
Tetsuaki Tanaka, and
Nobutaka Fujii, and
Hiroaki Ohno
July 2003,
The Journal of organic chemistry,
