Palladium-catalyzed cyclization of 1-alkynyl-8-iodonaphthalene and double isocyanides for the synthesis of acenaphtho[1,2-b]pyrroles
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作者:
Shangfeng Ren
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School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
College of Biological, Chemical Sciences and Engineering, Jiaxing UniversitySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Shangfeng Ren
[1
,2
]
Keke Huang
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机构:
School of Metallurgical and Chemical Engineering, Jiangxi University of Science and TechnologySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Keke Huang
[1
]
Jin-Biao Liu
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School of Metallurgical and Chemical Engineering, Jiangxi University of Science and TechnologySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Jin-Biao Liu
[1
]
Lianpeng Zhang
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机构:
International Joint Research Center for Biomass Materials, Southwest Forestry UniversitySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Lianpeng Zhang
[3
]
Min Hou
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College of Biological, Chemical Sciences and Engineering, Jiaxing UniversitySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Min Hou
[2
]
Guanyinsheng Qiu
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College of Biological, Chemical Sciences and Engineering, Jiaxing UniversitySchool of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
Guanyinsheng Qiu
[2
]
机构:
[1] School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology
[2] College of Biological, Chemical Sciences and Engineering, Jiaxing University
[3] International Joint Research Center for Biomass Materials, Southwest Forestry University
A palladium-catalyzed formal [2+2+1] cyclization of 1-alkynyl-8-iodonaphthalene with double isocyanides is developed herein.The transformation worked well to produce a series of 7 H-acenaphtho[1,2-b]pyrrole with a broad reaction scope.Isocyanides play a dual role in the reaction.One is a C1 building block,and another is used as C1 N1 component.In the process,the [2+2+1] cyclization involves imidoylation,regioselective addition of imidoylpalladium species into alkyne,double imidoylation,and another addition of the resulting imidoylpalladium species into imine bonds.
机构:
Jiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Ren, Shangfeng
Huang, Keke
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Jiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Huang, Keke
Liu, Jin-Biao
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Jiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Liu, Jin-Biao
Zhang, Lianpeng
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机构:
Southwest Forestry Univ, Int Joint Res Ctr Biomass Mat, Kunming 650224, Yunnan, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Zhang, Lianpeng
Hou, Min
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Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
Hou, Min
Qiu, Guanyinsheng
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Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Peoples R ChinaJiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
机构:
Univ Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico
Ibarra-Rivera, Tannya R.
Alejandro Renteria-Gomez, Manuel
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Univ Guanajuato, Div Ciencias Nat & Exactas, Dept Quim, Guanajuato, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico
Alejandro Renteria-Gomez, Manuel
Nieto-Sepulveda, Eduardo
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Univ Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico
Nieto-Sepulveda, Eduardo
Gamez-Montano, Rocio
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Univ Guanajuato, Div Ciencias Nat & Exactas, Dept Quim, Guanajuato, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico
Gamez-Montano, Rocio
Rivas Galindo, Veronica M.
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Univ Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico
Rivas Galindo, Veronica M.
Hernandez-Fernandez, Eugenio
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Univ Autonoma Nuevo Leon, Fac Ciencias Quim, Monterrey 64460, Nuevo Leon, MexicoUniv Autonoma Nuevo Leon, Fac Med, Dept Quim Analit, Fco 1 Madero S-N,Col Mitras Ctr, Monterrey 64460, Nuevo Leon, Mexico