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Literature DB >> 18335944

Room-temperature Suzuki-Miyaura couplings in water facilitated by nonionic amphiphiles.

Bruce H Lipshutz¹, Tue B Petersen, Alexander R Abela.

Abstract

Use of a dilute aqueous solution containing a nonionic amphiphile allows efficient Suzuki-Miyaura cross-couplings of arylboronic acids with a wide array of aryl halides and pseudohalides, including sterically hindered and lipophilic substrates, in most cases at room temperature.

Entities: Chemical

Year: 2008 PMID： 18335944 DOI： 10.1021/ol702714y

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

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Cited

12 in total

1. "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

Authors: Bruce H Lipshutz; Subir Ghorai
Journal: Aldrichimica Acta Date: 2012-01-01 Impact factor: 3.667

2. "Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

Authors: Piyatida Klumphu; Bruce H Lipshutz
Journal: J Org Chem Date: 2014-01-21 Impact factor: 4.354

3. Aminations of Aryl Bromides in Water at Room Temperature.

Authors: Bruce H Lipshutz; David W Chung; Brian Rich
Journal: Adv Synth Catal Date: 2009-08 Impact factor: 5.837

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

Authors: Bruce H Lipshutz; Subir Ghorai; Alexander R Abela; Ralph Moser; Takashi Nishikata; Christophe Duplais; Arkady Krasovskiy; Ricky D Gaston; Robert C Gadwood
Journal: J Org Chem Date: 2011-05-09 Impact factor: 4.354

Review 5. Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

Authors: Andrew Jordan; Callum G J Hall; Lee R Thorp; Helen F Sneddon
Journal: Chem Rev Date: 2022-02-24 Impact factor: 72.087

10. Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst.

Authors: Mian Wang; Han Xue; Fei Ju; Haijie Yang
Journal: Sci Rep Date: 2017-08-01 Impact factor: 4.379

Room-temperature Suzuki-Miyaura couplings in water facilitated by nonionic amphiphiles.

1. "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

2. "Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

3. Aminations of Aryl Bromides in Water at Room Temperature.

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

Review 5. Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

6. Leveraging the micellar effect: gold-catalyzed dehydrative cyclizations in water at room temperature.

7. STILLE CROSS-COUPLING REACTIONS OF ARYL MESYLATES AND TOSYLATES USING A BIARYLPHOSPHINE BASED CATALYST SYSTEM.

8. Designer Micelles Accelerate Flux Through Engineered Metabolism in E. coli and Support Biocompatible Chemistry.

9. Nanonickel-catalyzed Suzuki-Miyaura cross-couplings in water.

10. Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst.