Merging Photoinduced\nElectron Transfer with Hydrogen\nAtom Transfer: Formal β‑C(sp<sup>3</sup>)–H Pyridination\nof Carbonyls

In\nthis study, a novel approach that combines photoinduced\nelectron\ntransfer (ET) with hydrogen atom transfer (HAT) has been introduced\nfor the selective β-C(sp<sup>3</sup>)–H pyridination\nof carbonyl compounds. This method is notable for its absence of transition\nmetals and its ability to function under benign reaction conditions,\nresulting in a range of pyridinated carbonyl derivatives with consistently\nmoderate to good yields. The significance of this technique is further\nunderscored by its potential for the late-stage functionalization\nof pharmaceutically significant molecules. Mechanistic investigations\nconfirmed that the reaction proceeds via a radical-mediated pathway.

Publication Details

Journal
Figshare
Published
2025-01-09
DOI
https://doi.org/10.1021/acs.joc.4c02739.s001
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Merging Photoinduced\nElectron Transfer with Hydrogen\nAtom Transfer: Formal β‑C(sp3)–H Pyridination\nof Carbonyls

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Radical Photochemical Reactions
article

Merging Photoinduced\nElectron Transfer with Hydrogen\nAtom Transfer: Formal β‑C(sp3)–H Pyridination\nof Carbonyls

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Abstract

In\nthis study, a novel approach that combines photoinduced\nelectron\ntransfer (ET) with hydrogen atom transfer (HAT) has been introduced\nfor the selective β-C(sp<sup>3</sup>)–H pyridination\nof carbonyl compounds. This method is notable for its absence of transition\nmetals and its ability to function under benign reaction conditions,\nresulting in a range of pyridinated carbonyl derivatives with consistently\nmoderate to good yields. The significance of this technique is further\nunderscored by its potential for the late-stage functionalization\nof pharmaceutically significant molecules. Mechanistic investigations\nconfirmed that the reaction proceeds via a radical-mediated pathway.

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Radical Photochemical Reactions
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Merging Photoinduced\nElectron Transfer with Hydrogen\nAtom Transfer: Formal β‑C(sp<sup>3</sup>)–H Pyridination\nof Carbonyls · Figshare (2025) | TGRS Research Map | TGRS