Directing hydrogen isotope exchange with aryl carboxylic acids

Richard J. Mudd; Marc Reid; Laura C. Paterson; Jens Atzrodt; Volker Derdau; William J. Kerr

doi:10.1055/a-2239-6965

Directing hydrogen isotope exchange with aryl carboxylic acids

Richard J. Mudd, Marc Reid, Laura C. Paterson, Jens Atzrodt, Volker Derdau, William J. Kerr^*

^*Corresponding author for this work

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

1 Citation (Scopus)

Abstract

A highly effective and selective ortho-directed hydrogen isotope exchange process for aryl carboxylic acids has been achieved by using an iridium(I) N-heterocyclic carbene/phosphine complex under mild and neutral conditions. Good levels of deuterium incorporation have been delivered across a wide array of examples, including a number of biologically active drug compounds.

Original language	English
Pages (from-to)	2201-2206
Number of pages	6
Journal	Synlett
Volume	35
Issue number	19
Early online date	5 Feb 2024
DOIs	https://doi.org/10.1055/a-2239-6965
Publication status	Published - 1 Dec 2024

Funding

The work was funded by postgraduate studentship provision from the University of Strathclyde (R. J. Mudd) and the Carnegie Trust for the Universities of Scotland (M. Reid).

Keywords

iridium catalysis
hydrogen isotope exchange
deuteration
carboxylic acids
benzoic acids

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10.1055/a-2239-6965

Mudd-etal-Synlett-2024-Directing-hydrogen-isotope-exchange-with-aryl-carboxylic-acidsAccepted author manuscript, 2.92 MBLicence: Strath_1

Cite this

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title = "Directing hydrogen isotope exchange with aryl carboxylic acids",

abstract = "A highly effective and selective ortho-directed hydrogen isotope exchange process for aryl carboxylic acids has been achieved by using an iridium(I) N-heterocyclic carbene/phosphine complex under mild and neutral conditions. Good levels of deuterium incorporation have been delivered across a wide array of examples, including a number of biologically active drug compounds.",

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AU - Mudd, Richard J.

AU - Reid, Marc

AU - Paterson, Laura C.

AU - Atzrodt, Jens

AU - Derdau, Volker

AU - Kerr, William J.

PY - 2024/12/1

Y1 - 2024/12/1

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AB - A highly effective and selective ortho-directed hydrogen isotope exchange process for aryl carboxylic acids has been achieved by using an iridium(I) N-heterocyclic carbene/phosphine complex under mild and neutral conditions. Good levels of deuterium incorporation have been delivered across a wide array of examples, including a number of biologically active drug compounds.

KW - iridium catalysis

KW - hydrogen isotope exchange

KW - deuteration

KW - carboxylic acids

KW - benzoic acids

U2 - 10.1055/a-2239-6965

DO - 10.1055/a-2239-6965

M3 - Article

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VL - 35

SP - 2201

EP - 2206

JO - Synlett

JF - Synlett

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ER -

Directing hydrogen isotope exchange with aryl carboxylic acids

Abstract

Funding

Keywords

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