General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol

O  Navarro; Y  Oonishi; R A  Kelly; E D  Stevens; O  Briel; Steven Patrick Nolan

doi:10.1016/j.jorganchem.2004.04.001

General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol

O Navarro, Y Oonishi, R A Kelly, E D Stevens, O Briel, Steven Patrick Nolan

Research output: Contribution to journal › Article › peer-review

Abstract

The reaction. profile of a series of palladium-based catalysts was examined in the Suzuki-Miyaura reaction using technical grade 2-propanol as solvent and potassium t-butoxide as base. The results generally show high activity. The method allows for the coupling of electron-rich aryl chlorides with sterically hindered aryl boronic acids to produce tri-ortho-substituted biaryls in high yields using very mild conditions and short reaction times. (C) 2004 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	3722-3727
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	689
Issue number	23
DOIs	https://doi.org/10.1016/j.jorganchem.2004.04.001
Publication status	Published - 15 Nov 2004

Keywords

Suzuki-Miyaura reaction
palladium
catalysis
N-heterocyclic carbene
CROSS-COUPLING REACTIONS
HINDERED ARYL CHLORIDES
ROOM-TEMPERATURE
ORGANOBORON COMPOUNDS
BORONIC ACIDS
COMPLEXES
ACTIVATION
CATALYSTS
BROMIDES
BIARYLS

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10.1016/j.jorganchem.2004.04.001

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title = "General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol",

abstract = "The reaction. profile of a series of palladium-based catalysts was examined in the Suzuki-Miyaura reaction using technical grade 2-propanol as solvent and potassium t-butoxide as base. The results generally show high activity. The method allows for the coupling of electron-rich aryl chlorides with sterically hindered aryl boronic acids to produce tri-ortho-substituted biaryls in high yields using very mild conditions and short reaction times. (C) 2004 Elsevier B.V. All rights reserved.",

keywords = "Suzuki-Miyaura reaction, palladium, catalysis, N-heterocyclic carbene, CROSS-COUPLING REACTIONS, HINDERED ARYL CHLORIDES, ROOM-TEMPERATURE, ORGANOBORON COMPOUNDS, BORONIC ACIDS, COMPLEXES, ACTIVATION, CATALYSTS, BROMIDES, BIARYLS",

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year = "2004",

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doi = "10.1016/j.jorganchem.2004.04.001",

language = "English",

volume = "689",

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journal = "Journal of Organometallic Chemistry",

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TY - JOUR

T1 - General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol

AU - Navarro, O

AU - Oonishi, Y

AU - Kelly, R A

AU - Stevens, E D

AU - Briel, O

AU - Nolan, Steven Patrick

PY - 2004/11/15

Y1 - 2004/11/15

N2 - The reaction. profile of a series of palladium-based catalysts was examined in the Suzuki-Miyaura reaction using technical grade 2-propanol as solvent and potassium t-butoxide as base. The results generally show high activity. The method allows for the coupling of electron-rich aryl chlorides with sterically hindered aryl boronic acids to produce tri-ortho-substituted biaryls in high yields using very mild conditions and short reaction times. (C) 2004 Elsevier B.V. All rights reserved.

AB - The reaction. profile of a series of palladium-based catalysts was examined in the Suzuki-Miyaura reaction using technical grade 2-propanol as solvent and potassium t-butoxide as base. The results generally show high activity. The method allows for the coupling of electron-rich aryl chlorides with sterically hindered aryl boronic acids to produce tri-ortho-substituted biaryls in high yields using very mild conditions and short reaction times. (C) 2004 Elsevier B.V. All rights reserved.

KW - Suzuki-Miyaura reaction

KW - palladium

KW - catalysis

KW - N-heterocyclic carbene

KW - CROSS-COUPLING REACTIONS

KW - HINDERED ARYL CHLORIDES

KW - ROOM-TEMPERATURE

KW - ORGANOBORON COMPOUNDS

KW - BORONIC ACIDS

KW - COMPLEXES

KW - ACTIVATION

KW - CATALYSTS

KW - BROMIDES

KW - BIARYLS

UR - https://www.scopus.com/pages/publications/15944367513

U2 - 10.1016/j.jorganchem.2004.04.001

DO - 10.1016/j.jorganchem.2004.04.001

M3 - Article

SN - 0022-328X

VL - 689

SP - 3722

EP - 3727

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 23

ER -

General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol

Abstract

Keywords

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