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Literature DB >> 12568597

Direct coupling of benzene with olefin catalyzed by Pd(OAc)(2) combined with heteropolyoxometalate under dioxygen.

Takahiro Yokota¹, Masayuki Tani, Satoshi Sakaguchi, Yasutaka Ishii.

Abstract

The oxidative coupling reaction of benzenes with alkenes was successfully achieved by the Pd(OAc)(2)/molybdovanadophosphoric acid (HPMoV)/O(2) system. For example, the reaction of benzene with ethyl acrylate by the above catalytic system in acetic acid afforded ethyl cinnamate as a major product in satisfactory yield.

Entities: Chemical

Year: 2003 PMID： 12568597 DOI： 10.1021/ja028903a

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

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Cited

17 in total

1. Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

Authors: Xisheng Wang; Dasheng Leow; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2011-08-16 Impact factor: 15.419

2. Ligand-Accelerated ortho-C-H Olefination of Phenylacetic Acids.

Authors: Keary M Engle; Navid Dastbaravardeh; Peter S Thuy-Boun; Dong-Hui Wang; Aaron C Sather; Jin-Quan Yu
Journal: Organic Synth Date: 2015-03-12

3. Scope and Mechanistic Study of the Coupling Reaction of α, β-Unsaturated Carbonyl Compounds with Alkenes: Uncovering Electronic Effects on Alkene Insertion vs Oxidative Coupling Pathways.

Authors: Ki-Hyeok Kwon; Do W Lee; Chae S Yi
Journal: Organometallics Date: 2012-01-09 Impact factor: 3.876

Direct coupling of benzene with olefin catalyzed by Pd(OAc)(2) combined with heteropolyoxometalate under dioxygen.

1. Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

2. Ligand-Accelerated ortho-C-H Olefination of Phenylacetic Acids.

3. Scope and Mechanistic Study of the Coupling Reaction of α, β-Unsaturated Carbonyl Compounds with Alkenes: Uncovering Electronic Effects on Alkene Insertion vs Oxidative Coupling Pathways.

4. Cationic Pd(II)-catalyzed Fujiwara-Moritani reactions at room temperature in water.

5. Rh(III)-catalyzed oxidative coupling of unactivated alkenes via C-H activation.

6. Cross-coupling of C(sp)-H Bonds with Organometallic Reagents via Pd(II)/Pd(0) Catalysis**

7. Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether.

8. Pd(II)-catalyzed olefination of electron-deficient arenes using 2,6-dialkylpyridine ligands.

9. C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes.

10. Ligand-accelerated non-directed C-H functionalization of arenes.