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

8 Citations (Scopus)

10 Downloads (Pure)

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	Published - 4 Oct 2024

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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.",

author = "Mooney, \{David T.\} and Heather McKee and Batch, \{Tabea S.\} and Samuel Drane and Moore, \{Peter R.\} and Ai-Lan Lee",

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T1 - Direct C–H amidation of 1,3-azoles: light-mediated, photosensitiser-free vs. thermal †

AU - Mooney, David T.

AU - McKee, Heather

AU - Batch, Tabea S.

AU - Drane, Samuel

AU - Moore, Peter R.

AU - Lee, Ai-Lan

PY - 2024/10/4

Y1 - 2024/10/4

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.

UR - https://www.scopus.com/pages/publications/85204106068

U2 - 10.1039/d4cc02742f

DO - 10.1039/d4cc02742f

M3 - Article

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SN - 1359-7345

VL - 60

SP - 10752

EP - 10755

JO - Chemical Communications

JF - Chemical Communications

IS - 77

ER -

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

Abstract

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