Harnessing Photoredox and Weak Brønsted Base Dual Catalysis for Selective C(sp3)–H Bond Activation

Abstract Visible light photoredox and weak Brønsted base dual catalysis has emerged as a powerful and versatile tool in the activation of C(sp3)–H bonds under mild reaction conditions. This method allows for the selective functionalization of a wide range of substrates, including amines, sulfides, ethers, dithianes and dithiolanes, dioxolanes, and alkenes. By exploiting the increased acidity of C–H bonds following single electron oxidation, this strategy employing a dual catalyst facilitates various carbon–carbon bond-forming reactions, as well as selective rearrangements, with high efficiency and regioselectivity. This review highlights recent advancements in this field, emphasizing the underlying mechanisms and the broad applicability of these methodologies in organic synthesis. 1 Introduction 2 Activation of α-C(sp3)–H Bonds in N-, S-, and O-Containing Compounds for C–C Bond Formation 3 Activation of Allylic C–H Bonds for C–C Bond Formation 4 Photoredox and Base Dual Catalysis for Rearrangement Reactions 5 Conclusion

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Publication Details

Journal
Synthesis
Published
2024-12-10
DOI
https://doi.org/10.1055/s-0043-1775423
Citations
3
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.75

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article

Harnessing Photoredox and Weak Brønsted Base Dual Catalysis for Selective C(sp3)–H Bond Activation

Sang Kook Woo, Shafrizal Rasyid Atriardi, Yulia Anita
3 citations
Synthesis
Radical Photochemical Reactions
0.75
article

Harnessing Photoredox and Weak Brønsted Base Dual Catalysis for Selective C(sp3)–H Bond Activation

Sang Kook Woo, Shafrizal Rasyid Atriardi, Yulia Anita
article en
3 citations

Abstract

Abstract Visible light photoredox and weak Brønsted base dual catalysis has emerged as a powerful and versatile tool in the activation of C(sp3)–H bonds under mild reaction conditions. This method allows for the selective functionalization of a wide range of substrates, including amines, sulfides, ethers, dithianes and dithiolanes, dioxolanes, and alkenes. By exploiting the increased acidity of C–H bonds following single electron oxidation, this strategy employing a dual catalyst facilitates various carbon–carbon bond-forming reactions, as well as selective rearrangements, with high efficiency and regioselectivity. This review highlights recent advancements in this field, emphasizing the underlying mechanisms and the broad applicability of these methodologies in organic synthesis. 1 Introduction 2 Activation of α-C(sp3)–H Bonds in N-, S-, and O-Containing Compounds for C–C Bond Formation 3 Activation of Allylic C–H Bonds for C–C Bond Formation 4 Photoredox and Base Dual Catalysis for Rearrangement Reactions 5 Conclusion

SynthesisVol. 57(05)
National Research and Innovation Agency (ID), Pusan National University (KR)
National Research Foundation of Korea
Openalex Percentile: Top 31%
Radical Photochemical Reactions
0.75
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Harnessing Photoredox and Weak Brønsted Base Dual Catalysis for Selective C(sp3)–H Bond Activation — Sang Kook Woo, Shafrizal Rasyid Atriardi, et al. · Synthesis (2024) | TGRS Research Map | TGRS