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Literature DB >> 12375923

Copper-catalyzed arylation of beta-amino alcohols.

Abstract

[reaction: see text] Methods for synthesizing N-aryl beta-amino alcohols and O-aryl beta-amino alcohols are described. The presence of a neighboring hydroxyl or amino group, respectively, is thought to activate beta-amino alcohols toward these transformations. These protocols significantly increase access to a variety of arylated beta-amino alcohols.

Entities: Chemical

Mesh：

Substances：
Amino Alcohols
Copper

Year: 2002 PMID： 12375923 DOI： 10.1021/ol026655h

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

Keyword Cloud
Cited

10 in total

1. Computational explorations of mechanisms and ligand-directed selectivities of copper-catalyzed Ullmann-type reactions.

Authors: Gavin O Jones; Peng Liu; K N Houk; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2010-05-05 Impact factor: 15.419

2. Synthesis of a sensitive and selective potassium-sensing fluoroionophore.

Authors: Richard D Carpenter; A S Verkman
Journal: Org Lett Date: 2010-03-19 Impact factor: 6.005

3. Copper(I) phenoxide complexes in the etherification of aryl halides.

Authors: Jesse W Tye; Zhiqiang Weng; Ramesh Giri; John F Hartwig
Journal: Angew Chem Int Ed Engl Date: 2010-03-15 Impact factor: 15.336

4. Regioselective copper-catalyzed amination of chlorobenzoic acids: synthesis and solid-state structures of N-aryl anthranilic acid derivatives.

Authors: Xuefeng Mei; Adam T August; Christian Wolf
Journal: J Org Chem Date: 2006-01-06 Impact factor: 4.354

Copper-catalyzed arylation of beta-amino alcohols.

1. Computational explorations of mechanisms and ligand-directed selectivities of copper-catalyzed Ullmann-type reactions.

2. Synthesis of a sensitive and selective potassium-sensing fluoroionophore.

3. Copper(I) phenoxide complexes in the etherification of aryl halides.

4. Regioselective copper-catalyzed amination of chlorobenzoic acids: synthesis and solid-state structures of N-aryl anthranilic acid derivatives.

Review 5. Chemoselective hydroxyl group transformation: an elusive target.

6. Orthogonal Cu- and Pd-based catalyst systems for the O- and N-arylation of aminophenols.

7. A room temperature copper catalyzed N-selective arylation of β-amino alcohols with iodoanilines and aryl iodides.

8. New efficient ligand for sub-mol % copper-catalyzed C-N cross-coupling reactions running under air.

9. Microwave Application and Anhydrous Cu(OAc)₂ Mediated O-Arylation of Aliphatic Amino Alcohols.

10. A survey on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone with amino compounds.