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Literature DB >> 20307066

Cationic palladium(II) catalysis: C-H activation/Suzuki-Miyaura couplings at room temperature.

Takashi Nishikata¹, Alexander R Abela, Shenlin Huang, Bruce H Lipshutz.

Abstract

Cationic palladium(II) catalyst realized facile C-H activation of aryl urea with arylboronic acids at room temperature. This reaction is extremely mild to carry out aromatic C-H activations through electrophilic substitution.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2010 PMID： 20307066 PMCID： PMC3352767 DOI： 10.1021/ja910973a

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

39 in total

1. A stoichiometric aromatic CbondH borylation catalyzed by iridium(i)/2,2'-bipyridine complexes at room temperature.

Authors: Tatsuo Ishiyama; Jun Takagi; John F Hartwig; Norio Miyaura
Journal: Angew Chem Int Ed Engl Date: 2002-08-16 Impact factor: 15.336

2. Catalytic intermolecular linear allylic C-H amination via heterobimetallic catalysis.

Authors: Sean A Reed; M Christina White
Journal: J Am Chem Soc Date: 2008-02-27 Impact factor: 15.419

3. Mechanism of benzoquinone-promoted palladium-catalyzed oxidative cross-coupling reactions.

Authors: Kami L Hull; Melanie S Sanford
Journal: J Am Chem Soc Date: 2009-07-22 Impact factor: 15.419

4. A ruthenium-catalyzed reaction of aromatic ketones with arylboronates: a new method for the arylation of aromatic compounds via C-H bond cleavage.

Authors: Fumitoshi Kakiuchi; Shintaro Kan; Kimitaka Igi; Naoto Chatani; Shinji Murai
Journal: J Am Chem Soc Date: 2003-02-19 Impact factor: 15.419

5. Selective Pd-catalyzed oxidative coupling of anilides with olefins through C-H bond activation at room temperature.

Authors: Maarten D K Boele; Gino P F van Strijdonck; André H M de Vries; Paul C J Kamer; Johannes G de Vries; Piet W N M van Leeuwen
Journal: J Am Chem Soc Date: 2002-02-27 Impact factor: 15.419

6. Palladium-catalyzed direct arylation of simple arenes in synthesis of biaryl molecules.

Authors: Louis-Charles Campeau; Keith Fagnou
Journal: Chem Commun (Camb) Date: 2006-01-30 Impact factor: 6.222

7. Bimetallic palladium catalysis: direct observation of Pd(III)-Pd(III) intermediates.

Authors: David C Powers; Matthias A L Geibel; Johannes E M N Klein; Tobias Ritter
Journal: J Am Chem Soc Date: 2009-12-02 Impact factor: 15.419

8. Proton-abstraction mechanism in the palladium-catalyzed intramolecular arylation: substituent effects.

Authors: Domingo García-Cuadrado; Paula de Mendoza; Ataualpa A C Braga; Feliu Maseras; Antonio M Echavarren
Journal: J Am Chem Soc Date: 2007-04-27 Impact factor: 15.419

9. Conjugate addition of aryl boronic acids to enones catalyzed by cationic palladium(II)-phosphane complexes.

Authors: Takashi Nishikata; Yasunori Yamamoto; Norio Miyaura
Journal: Angew Chem Int Ed Engl Date: 2003-06-23 Impact factor: 15.336

Review 10. Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors: Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

19 in total

1. Synthesis of unsymmetrical o-biphenols and o-binaphthols via silicon-tethered Pd-catalyzed C-H arylation.

Authors: Chunhui Huang; Vladimir Gevorgyan
Journal: Org Lett Date: 2010-05-21 Impact factor: 6.005

2. Palladium-Catalyzed C-H Arylation Using Aryltrifluoroborates in Conjunction with a Mn^III Oxidant under Mild Conditions.

Authors: Cydney K Seigerman; Tiffiny M Micyus; Sharon R Neufeldt; Melanie S Sanford
Journal: Tetrahedron Date: 2013-07-08 Impact factor: 2.457

10. Pd(II)-Catalyzed Cross-Coupling of C(sp² )-H Bonds and Alkyl-, Aryl- and Vinyl-Boron Reagents via Pd(II)/Pd(0) Catalysis.

Authors: Masayuki Wasa; Kelvin S L Chan; Jin-Quan Yu
Journal: Chem Lett Date: 2011 Impact factor: 1.389

Cationic palladium(II) catalysis: C-H activation/Suzuki-Miyaura couplings at room temperature.

1. A stoichiometric aromatic CbondH borylation catalyzed by iridium(i)/2,2'-bipyridine complexes at room temperature.

2. Catalytic intermolecular linear allylic C-H amination via heterobimetallic catalysis.

3. Mechanism of benzoquinone-promoted palladium-catalyzed oxidative cross-coupling reactions.

4. A ruthenium-catalyzed reaction of aromatic ketones with arylboronates: a new method for the arylation of aromatic compounds via C-H bond cleavage.

5. Selective Pd-catalyzed oxidative coupling of anilides with olefins through C-H bond activation at room temperature.

6. Palladium-catalyzed direct arylation of simple arenes in synthesis of biaryl molecules.

7. Bimetallic palladium catalysis: direct observation of Pd(III)-Pd(III) intermediates.

8. Proton-abstraction mechanism in the palladium-catalyzed intramolecular arylation: substituent effects.

9. Conjugate addition of aryl boronic acids to enones catalyzed by cationic palladium(II)-phosphane complexes.

Review 10. Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

1. Synthesis of unsymmetrical o-biphenols and o-binaphthols via silicon-tethered Pd-catalyzed C-H arylation.

2. Palladium-Catalyzed C-H Arylation Using Aryltrifluoroborates in Conjunction with a Mn^III Oxidant under Mild Conditions.

3. A general method for copper-catalyzed arene cross-dimerization.

4. Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

5. Room-temperature C-H arylation: merger of Pd-catalyzed C-H functionalization and visible-light photocatalysis.

6. Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

7. Ligand-accelerated C-H activation reactions: evidence for a switch of mechanism.

8. TPGS-750-M: a second-generation amphiphile for metal-catalyzed cross-couplings in water at room temperature.

9. Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

10. Pd(II)-Catalyzed Cross-Coupling of C(sp² )-H Bonds and Alkyl-, Aryl- and Vinyl-Boron Reagents via Pd(II)/Pd(0) Catalysis.