A ligand-free palladium-catalyzed and norbornadiene-mediated annulation reaction of iodoarenes with methyl 2-haloarenecarboxylates is reported. The sequentially accomplished reaction comprises intermolecular C-H arylation, followed by intramolecular decarboxylative annulation, affording various valuable phenanthrenes. This reaction protocol could be expanded to triphenylene syntheses whereby norbornene was the cocatalyst. Interestingly, the decarboxylation of methyl esters was accomplished via solvent-mediated C-Me-O bond cleavages.
机构:
Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Kitano, Hiroyuki
Ito, Hideto
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Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, JST ERATO, Itami Mol Nanocarbon Project, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Ito, Hideto
Itami, Kenichiro
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Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, JST ERATO, Itami Mol Nanocarbon Project, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
机构:
Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China
Univ Chinese Acad Sci, Beijing 100049, Peoples R ChinaChinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China
Wang, Huan
Li, Yudong
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Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R ChinaChinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China
Li, Yudong
Sun, Yajun
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Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R ChinaChinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China
Sun, Yajun
Li, Yuehui
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Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R ChinaChinese Acad Sci, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China
机构:
Teikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, JapanTeikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, Japan
Akagi, Yusuke
Fukuyama, Shiori
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Teikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, JapanTeikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, Japan
Fukuyama, Shiori
Komatsu, Toshiya
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Teikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, JapanTeikyo Heisei Univ, Fac Pharmaceut Sci, Nakano Ku, 4-21-2 Nakano, Tokyo 1648530, Japan
机构:
Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USAUniv Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
Li, Renhe
Liu, Feipeng
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Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R ChinaUniv Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
Liu, Feipeng
Dong, Guangbin
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Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USAUniv Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
机构:
Shaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shaanxi Normal Univ, Sch Chem & Chem Engn, 620 West Changan Ave, Xian 710119, Peoples R ChinaShaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Zhang, Yong
Sun, Ya-Kui
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Shaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shaanxi Normal Univ, Sch Chem & Chem Engn, 620 West Changan Ave, Xian 710119, Peoples R ChinaShaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Sun, Ya-Kui
Chang, Ya-Ping
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Shaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shaanxi Normal Univ, Sch Chem & Chem Engn, 620 West Changan Ave, Xian 710119, Peoples R ChinaShaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Chang, Ya-Ping
Shao, Hui
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Shaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shaanxi Normal Univ, Sch Chem & Chem Engn, 620 West Changan Ave, Xian 710119, Peoples R ChinaShaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shao, Hui
Zhao, Yu-Ming
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Shaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China
Shaanxi Normal Univ, Sch Chem & Chem Engn, 620 West Changan Ave, Xian 710119, Peoples R ChinaShaanxi Normal Univ, Key Lab Appl Surface & Colloid Chem, 620 West Changan Ave, Xian 710119, Peoples R China