Synthesis of 4-tert-butylpyridine from DHP and 4-cyanopyridine utilizing photo mediated redox processes

The generation of tertiary radicals via photo-mediated redox processes represents a significant advancement in the introduction of sp³ hybridized carbons, which are crucial in pharmaceutical research. Traditional methods for generating tertiary alkyl radicals often rely on an exogenous photocatalyst, which are typically precious-metal complexes, and current photocatalyst- free approaches often involve hazardous reagents and complex procedures, posing safety and reproducibility challenges. Inspired by our lab’s prior work, we present a safer and more efficient photocatalyst- free approach by utilizing 4-tert-alkyl-1,4-dihydropyridine (DHP) derivatives as tertiary radical precursors under visible light irradiation for sp³-sp² C-C coupling reactions.

Publication Details

Journal
SHAREOK (University of Oklahoma; Oklahoma State University; Central Oklahoma University)
Published
2025-05-01
Primary Topic
Radical Photochemical Reactions
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article
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article

Synthesis of 4-tert-butylpyridine from DHP and 4-cyanopyridine utilizing photo mediated redox processes

SHAREOK (University of Oklahoma; Oklahoma State University; Central Oklahoma University)
Radical Photochemical Reactions
article

Synthesis of 4-tert-butylpyridine from DHP and 4-cyanopyridine utilizing photo mediated redox processes

article en

Abstract

The generation of tertiary radicals via photo-mediated redox processes represents a significant advancement in the introduction of sp³ hybridized carbons, which are crucial in pharmaceutical research. Traditional methods for generating tertiary alkyl radicals often rely on an exogenous photocatalyst, which are typically precious-metal complexes, and current photocatalyst- free approaches often involve hazardous reagents and complex procedures, posing safety and reproducibility challenges. Inspired by our lab’s prior work, we present a safer and more efficient photocatalyst- free approach by utilizing 4-tert-alkyl-1,4-dihydropyridine (DHP) derivatives as tertiary radical precursors under visible light irradiation for sp³-sp² C-C coupling reactions.

SHAREOK (University of Oklahoma; Oklahoma State University; Central Oklahoma University)
Openalex Percentile: Top 43%
Radical Photochemical Reactions
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Synthesis of 4-tert-butylpyridine from DHP and 4-cyanopyridine utilizing photo mediated redox processes · SHAREOK (University of Oklahoma; Oklahoma State University; Central Oklahoma University) (2025) | TGRS Research Map | TGRS