Regioselective Ruthenium-Catalyzed Direct Benzylations of Arenes through C-H Bond Cleavages

被引：130
作者：
Ackermann, Lutz [1 ]
Novak, Petr [1 ]
机构：
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 21期
关键词：
CROSS-COUPLING REACTIONS; DIRECT ARYLATIONS; DIHYDROFOLATE-REDUCTASE; PHOSPHINE OXIDES; ARYL CHLORIDES; PALLADIUM; FUNCTIONALIZATION; ACTIVATION; HALIDES; INHIBITORS;
D O I：
10.1021/ol902115f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Highly regioselective ruthenium-catalyzed direct benzylations through C-H bond cleavages were accomplished under remarkably mild, nonacidic reaction conditions, for which experimental studies suggested a SEAr-type mechanism not to be operative.
引用
收藏
页码：4966 / 4969
页数：4
相关论文
共 66 条
[1]   Catalytic arylation reactions by C-H bond activation with aryl tosylates [J].
Ackermann, L ;
Althammer, A ;
Born, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (16) :2619-2622
[2]   Air-stable phosphine oxides as preligands for catalytic activation reactions of C-Cl, C-F, and C-H bonds [J].
Ackermann, L ;
Born, R ;
Spatz, JH ;
Althammer, A ;
Gschrei, CJ .
PURE AND APPLIED CHEMISTRY, 2006, 78 (02) :209-214
[3]   Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides [J].
Ackermann, L .
ORGANIC LETTERS, 2005, 7 (14) :3123-3125
[4]   Dehydrative Direct Arylations of Arenes with Phenols via Ruthenium-Catalyzed C-H and C-OH Bond Functionalizations [J].
Ackermann, Lutz ;
Mulzer, Michael .
ORGANIC LETTERS, 2008, 10 (21) :5043-5045
[5]   [RuCl3(H2O)n]-catalyzed direct arylations [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
TETRAHEDRON, 2008, 64 (26) :6115-6124
[6]   Assisted ruthenium-catalyzed C-H bond activation: Carboxylic acids as cocatalysts for generally applicable direct arylations in apolar solvents [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Althammer, Andreas .
ORGANIC LETTERS, 2008, 10 (11) :2299-2302
[7]   [RuCl3(H2O)n]-catalyzed direct arylations with bromides as electrophiles [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
SYNLETT, 2007, (18) :2833-2836
[8]   Ruthenium(IV) alkylidenes as precatalysts for direct arylations of Alkenes with aryl chlorides and an application to sequential catalysis [J].
Ackermann, Lutz ;
Born, Robert ;
Alvarez-Bercedo, Paula .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (33) :6364-6367
[9]   Catalytic arylations with challenging substrates: From air-stable HASPO preligands to indole syntheses and C-H-bond functionalizations [J].
Ackermann, Lutz .
SYNLETT, 2007, (04) :507-526
[10]   Ruthenium-Catalyzed Direct Arylations of N-Aryl 1,2,3-Triazoles with Aryl Chlorides as Electrophiles [J].
Ackermann, Lutz ;
Born, Robert ;
Vicente, Ruben .
CHEMSUSCHEM, 2009, 2 (06) :546-549
1234567