Here, we report a copper acetate/tert-butyl hydroperoxide-mediated reaction of N-substituted indoles with dimethyl carbonate under heating to give tris(indolyl)methanes via alpha-C-H functionalization of the methoxy group of dimethyl carbonate. The central methine carbon in the product comes from the dimethyl carbonate molecule, which is used as a substrate as well as a reaction medium. The reaction uses a cheap and environmentally benign copper metal catalyst which makes the process useful. This is the first report of tris(indolyl)methane synthesis using dimethyl carbonate as a single carbon source.
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Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R ChinaNankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
Wang, Yanwei
Li, Bin
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Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R ChinaNankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
Li, Bin
Wang, Baiquan
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Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R ChinaNankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
机构:
Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
Inamoto, Kiyofumi
Hasegawa, Chisa
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Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
Hasegawa, Chisa
Kawasaki, Junpei
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Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
Kawasaki, Junpei
Hiroya, Kou
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Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
机构:
Tarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, IranTarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, Iran
Khorsandi, Zahra
Metkazini, S. Fatemeh Mohammadi
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Tarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, IranTarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, Iran
Metkazini, S. Fatemeh Mohammadi
Heydari, Akbar
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Tarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, IranTarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, Iran
Heydari, Akbar
Varma, Rajender S.
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Palacky Univ Olomouc, Reg Ctr Adv Technol & Mat, Czech Adv Technol & Res Inst, Slechtitelu 27, Olomouc 78371, Czech RepublicTarbiat Modares Univ, Fac Sci, Dept Chem, POB 14155-4838, Tehran 1411713116, Iran
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East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R ChinaEast China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
Jia, Yingshuai
Zhao, Guofeng
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East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R ChinaEast China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
Zhao, Guofeng
Liu, Ye
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East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R ChinaEast China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
Liu, Ye
Lu, Yong
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East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R ChinaEast China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China