Ruthenium-Catalyzed C-H Bond Arylations of Arenes Bearing Removable Directing Groups via Six-Membered Ruthenacycles

被引:155
作者
Ackermann, Lutz [1 ]
Diers, Emelyne [1 ]
Manvar, Atul [1 ]
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
关键词
PHOSPHINE OXIDES; ARYL; FUNCTIONALIZATION; ACTIVATION; PRELIGANDS; PALLADIUM; PHENOLS; BROMIDES; SYSTEM;
D O I
10.1021/ol3000876
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium-catalyzed direct arylations of phenols bearing removable directing groups were accomplished through carboxylate assistance via six-membered ruthenacycles as key intermediates.
引用
收藏
页码:1154 / 1157
页数:4
相关论文
共 60 条
[1]   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
[2]   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
[3]   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
[4]   [RuCl3(H2O)n]-catalyzed direct arylations [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
TETRAHEDRON, 2008, 64 (26) :6115-6124
[5]   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
[6]   [RuCl3(H2O)n]-catalyzed direct arylations with bromides as electrophiles [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
SYNLETT, 2007, (18) :2833-2836
[7]   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
[8]   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
[9]   Ruthenium-Catalyzed C-H/N-O Bond Functionalization: Green Isoquinolone Syntheses in Water [J].
Ackermann, Lutz ;
Fenner, Sabine .
ORGANIC LETTERS, 2011, 13 (24) :6548-6551
[10]   Ruthenium-Catalyzed Oxidative C-H Bond Alkenylations in Water: Expedient Synthesis of Annulated Lactones [J].
Ackermann, Lutz ;
Pospech, Jola .
ORGANIC LETTERS, 2011, 13 (16) :4153-4155