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Literature DB >> 17078680

Direct palladium-catalyzed ortho-arylation of benzylamines.

Abstract

[Structure: see text] Unsubstituted benzylamines and N-methylbenzylamine can be ortho-arylated under palladium catalysis at 130 degrees C. The reactions require the presence of trifluoroacetic acid and silver acetate.

Entities: Chemical

Year: 2006 PMID： 17078680 DOI： 10.1021/ol061919b

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

24 in total

1. Palladium-catalyzed allylic substitution with (η6-arene-CH2Z)Cr(CO)(3)-based nucleophiles.

Authors: Jiadi Zhang; Corneliu Stanciu; Beibei Wang; Mahmud M Hussain; Chao-Shan Da; Patrick J Carroll; Spencer D Dreher; Patrick J Walsh
Journal: J Am Chem Soc Date: 2011-11-29 Impact factor: 15.419

2. Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors: Dmitry Shabashov; Olafs Daugulis
Journal: J Am Chem Soc Date: 2010-03-24 Impact factor: 15.419

3. Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

Authors: Yichen Tan; Fabiola Barrios-Landeros; John F Hartwig
Journal: J Am Chem Soc Date: 2012-02-17 Impact factor: 15.419

4. Pd(II)-Catalyzed Enantioselective γ-C(sp³)-H Functionalizations of Free Cyclopropylmethylamines.

Authors: Zhe Zhuang; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2020-07-07 Impact factor: 15.419

5. Assessment of the intermediacy of arylpalladium carboxylate complexes in the direct arylation of benzene: evidence for C-H bond cleavage by "ligandless" species.

Authors: Yichen Tan; John F Hartwig
Journal: J Am Chem Soc Date: 2011-02-11 Impact factor: 15.419

10. The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors: Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal: Adv Synth Catal Date: 2011-05-01 Impact factor: 5.837

Direct palladium-catalyzed ortho-arylation of benzylamines.

1. Palladium-catalyzed allylic substitution with (η6-arene-CH2Z)Cr(CO)(3)-based nucleophiles.

2. Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

3. Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

4. Pd(II)-Catalyzed Enantioselective γ-C(sp³)-H Functionalizations of Free Cyclopropylmethylamines.

5. Assessment of the intermediacy of arylpalladium carboxylate complexes in the direct arylation of benzene: evidence for C-H bond cleavage by "ligandless" species.

6. Kinetic Resolution of Benzylamines via Palladium(II)-Catalyzed C-H Cross-Coupling.

7. Scope and limitations of auxiliary-assisted, palladium-catalyzed arylation and alkylation of sp2 and sp3 C-H bonds.

8. Iron-Catalyzed Oxyfunctionalization of Aliphatic Amines at Remote Benzylic C-H Sites.

9. Exclusive 5-exo-dig hydroarylation of o-alkynyl biaryls proceeding via C-H activation pathway.

10. The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.