Direct C-H amidation of 1,3-azoles: light-mediated, photosensitiser-free vs. thermal

David T. Mooney; Heather McKee; Tabea S. Batch; Samuel Drane; Peter R. Moore; Ai Lan Lee

doi:10.1039/d4cc02742f

Direct C-H amidation of 1,3-azoles: light-mediated, photosensitiser-free vs. thermal

David T. Mooney, Heather McKee, Tabea S. Batch, Samuel Drane, Peter R. Moore, Ai Lan Lee^*

^*Corresponding author for this work

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

Abstract

We have developed one thermal and one light-mediated method for direct Minisci-type C-H amidation of 1,3-azoles, which are applicable to thiazoles, benzothiazoles, benzimidazoles, and for the first time, imidazoles. The new visible light-mediated approach can be rendered photosensitiser/photocatalyst-free and likely proceeds via an electron donor-acceptor (EDA) complex, the first direct Minisci-type amidation to do so.

Original language	English
Pages (from-to)	10752-10755
Number of pages	4
Journal	Chemical Communications
Volume	60
Issue number	77
Early online date	19 Aug 2024
DOIs	https://doi.org/10.1039/d4cc02742f
Publication status	E-pub ahead of print - 19 Aug 2024

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10.1039/d4cc02742f

20240813Leed4cc02742fVoRFinal published version, 1.86 MBLicence: Creative Commons: Attribution (CC-BY)

https://pubs.rsc.org/en/content/articlelanding/2024/cc/d4cc02742f

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title = "Direct C-H amidation of 1,3-azoles: light-mediated, photosensitiser-free vs. thermal",

abstract = "We have developed one thermal and one light-mediated method for direct Minisci-type C-H amidation of 1,3-azoles, which are applicable to thiazoles, benzothiazoles, benzimidazoles, and for the first time, imidazoles. The new visible light-mediated approach can be rendered photosensitiser/photocatalyst-free and likely proceeds via an electron donor-acceptor (EDA) complex, the first direct Minisci-type amidation to do so.",

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AU - Mooney, David T.

AU - McKee, Heather

AU - Batch, Tabea S.

AU - Drane, Samuel

AU - Moore, Peter R.

AU - Lee, Ai Lan

PY - 2024/8/19

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N2 - We have developed one thermal and one light-mediated method for direct Minisci-type C-H amidation of 1,3-azoles, which are applicable to thiazoles, benzothiazoles, benzimidazoles, and for the first time, imidazoles. The new visible light-mediated approach can be rendered photosensitiser/photocatalyst-free and likely proceeds via an electron donor-acceptor (EDA) complex, the first direct Minisci-type amidation to do so.

AB - We have developed one thermal and one light-mediated method for direct Minisci-type C-H amidation of 1,3-azoles, which are applicable to thiazoles, benzothiazoles, benzimidazoles, and for the first time, imidazoles. The new visible light-mediated approach can be rendered photosensitiser/photocatalyst-free and likely proceeds via an electron donor-acceptor (EDA) complex, the first direct Minisci-type amidation to do so.

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ER -

Direct C-H amidation of 1,3-azoles: light-mediated, photosensitiser-free vs. thermal

Abstract

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