Rhenium-catalyzed amination of alcohols by hydrogen transfer process

被引:41
作者
Abdukader, Ablimit [1 ,2 ]
Jin, Hongming [1 ]
Cheng, Yixiang [1 ]
Zhu, Chengjian [1 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
[2] Xinjiang Univ, Sch Chem & Chem Engn, Urumqi 830046, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
Alcohol; Hydrogen transfer; Rhenium; Homogeneous catalysis; Amination; N-HETEROCYCLIC CARBENE; C-H; DEHYDRATIVE ALKYLATION; SELECTIVE ALKYLATION; RECYCLABLE CATALYST; SECONDARY ALCOHOLS; COUPLING REACTIONS; IRIDIUM COMPLEX; PRIMARY AMINES; ACTIVATION;
D O I
10.1016/j.tetlet.2014.05.068
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rhenium heptahydride complex [ReH7(PCy3)(2)] was found to be an effective homogeneous catalyst for amination of various alcohols through hydrogen transfer mechanism. Under carbon monoxide atmosphere, a variety of primary and secondary alcohols could directly undergo the C-N coupling process. (C) 2014 Published by Elsevier Ltd.
引用
收藏
页码:4172 / 4174
页数:3
相关论文
共 47 条
[1]   Selective Alkylation of (Hetero)Aromatic Amines with Alcohols Catalyzed by a Ruthenium Pincer Complex [J].
Agrawal, Santosh ;
Lenormand, Maud ;
Martin-Matute, Belen .
ORGANIC LETTERS, 2012, 14 (06) :1456-1459
[2]   Rhenium-Catalyzed Didehydroxylation of Vicinal Dials to Alkenes Using a Simple Alcohol as a Reducing Agent [J].
Arceo, Elena ;
Ellman, Jonathan A. ;
Bergman, Robert G. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (33) :11408-11409
[3]   C-N bond forming cross-coupling reactions: an overview [J].
Bariwal, Jitender ;
Van der Eycken, Erik .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (24) :9283-9303
[4]   A Highly Active Bifunctional Iridium Complex with an Alcohol/Alkoxide-Tethered N-Heterocyclic Carbene for Alkylation of Amines with Alcohols [J].
Bartoszewicz, Agnieszka ;
Marcos, Rocio ;
Sahoo, Suman ;
Inge, A. Ken ;
Zou, Xiaodong ;
Martin-Matute, Belen .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (45) :14510-14519
[5]   Impregnated Ruthenium on Magnetite as a Recyclable Catalyst for the N-Alkylation of Amines, Sulfonamides, Sulfinamides, and Nitroarenes Using Alcohols as Electrophiles by a Hydrogen Autotransfer Process [J].
Cano, Rafael ;
Ramon, Diego J. ;
Yus, Miguel .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (14) :5547-5557
[6]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
[7]   Reductive N-Alkylation of Nitro Compounds to N-Alkyl and N,N-Dialkyl Amines with Glycerol as the Hydrogen Source [J].
Cui, Xinjiang ;
Deng, Youquan ;
Shi, Feng .
ACS CATALYSIS, 2013, 3 (05) :808-811
[8]   Ynamides: A Modern Functional Group for the New Millennium [J].
DeKorver, Kyle A. ;
Li, Hongyan ;
Lohse, Andrew G. ;
Hayashi, Ryuji ;
Lu, Zhenjie ;
Zhang, Yu ;
Hsung, Richard P. .
CHEMICAL REVIEWS, 2010, 110 (09) :5064-5106
[9]   Rhenium in Homogeneous Catalysis: [ReBrH(NO)(labile ligand) (large-bite-angle diphosphine)] Complexes as Highly Active Catalysts in Olefin Hydrogenations [J].
Dudle, Balz ;
Rajesh, Kunjanpillai ;
Blacque, Olivier ;
Berke, Heinz .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (21) :8168-8178
[10]   Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis [J].
Evano, Gwilherm ;
Blanchard, Nicolas ;
Toumi, Mathieu .
CHEMICAL REVIEWS, 2008, 108 (08) :3054-3131