Three‐Component C–H Bond Sulfonylation of Imidazoheterocycles by Visible‐Light Organophotoredox Catalysis

Breton-Patient, Chloé; Naud‐Martin, Delphine; Mahuteau-Betzer, Florence; Piguel, Sandrine

doi:10.1002/ejoc.202001219

Cited by 26 publications

(17 citation statements)

References 70 publications

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“…[102] Piguel and co-workers described an eosin-catalyzed direct CÀ H-sulfonyation of imidazoheterocycles using diaryliodonium salts and DABSO (Scheme 57). [103] The utilization of diaryliodonium salts results in an overall decreased atom-economy. On the other hand, this method offers an intriguing opportunity for the direct functionalization of single CÀ H bonds with SO 2 .…”

Section: Photo-and Electrochemical Synthesis Of Sulfonesmentioning

confidence: 99%

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones

et al. 2021

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Sulfones play a pivotal role in modern organic chemistry. They are highly versatile building blocks and find various applications as drugs, agrochemicals, or functional materials. Therefore, sustainable access to this class of molecules is of great interest. Herein, the goal was to provide a summary on recent develop-ments in the field of sustainable sulfone synthesis. Advances and existing limitations in traditional approaches towards sulfones were reviewed on selected examples. Furthermore, novel emerging technologies for a more sustainable sulfone synthesis and future directions were discussed.

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Section: Photo-and Electrochemical Synthesis Of Sulfonesmentioning

confidence: 99%

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones

et al. 2021

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“…Incorporating organosulfur group into imidazopyridines is taken as an important strategy as the corresponding products show huge application in pharmaceutical, membrane in cell and high‐temperature plastic [20b,31] . Due to their variety of applications, C‐3 sulfenylation and sulfonylation of imidazo[1,2‐ a ]pyridine became a significant research interest recently.…”

Section: Electrochemical Functionalization Of Imidazopyridinementioning

confidence: 99%

Electrochemical Functionalization of Imidazopyridine and Indazole: An Overview

Ghosh¹,

Ghosh

Hajra

2021

Adv Synth Catal

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Electrochemical synthesis offers a mild, simple, and efficient tool for the preparation of interesting and useful molecules, thus eluding severe chemical oxidizing and reducing agents used in conventional synthetic methods. In particular, electrochemical C−H activation is expected to play an important role in the direct functionalization of heterocyclic compounds. Over the past few decades, the research interest in imidazopyridine and indazole has increased significantly due to their multipurpose uses in medicinal and industrial chemistry. Therefore, structural modification of these heterocycles using electro‐oxidation has become one of the important research topics among synthetic organic chemistry in recent time. This review provides a comprehensive discussion of electrochemical functionalization of indazoles and imidazopyridines published so far. A summary of the current challenges and the future direction for the development of efficient and green electrochemical methods for functionalization of these heterocycles is also presented.

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“…In 2020, similar approaches were applied to the preparation of azaspiro[4.5]trienones 65 118 (Scheme 43D) and to the C-H functionalization of imidazoheterocycles 124 (Scheme 43E). 66 The sulfonylative spirocyclization to give 118 required only irradiation with a white LED, while the derivatization of imidazoheterocycles to give 124 required the Eosin Y salt as photocatalyst and irradiation with a green LED.…”

Section: Review Synthesismentioning

confidence: 99%

Visible Light as the Key for the Formation of Carbon–Sulfur Bonds in Sulfones, Thioethers, and Sulfonamides: An Update

Azzi¹,

Lanfranco²,

Moro³

et al. 2021

Synthesis

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This review summarizes the most relevant advancements made in the photocatalyzed synthesis of sulfones, thioethers and sulfonamides from 2017 to the beginning of 2021. Synthetic strategies towards the construction of sulfur-carbon bonds are discussed together with the proposed reaction mechanisms. Interestingly, sulfured-based functional groups, which are of fundamental importance for the pharmaceutical field, can be assembled by photocatalysis in an easy and straightforward way in milder reaction conditions employing less toxic and expensive sulfur sources in comparison with common strategies

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Three‐Component C–H Bond Sulfonylation of Imidazoheterocycles by Visible‐Light Organophotoredox Catalysis

Cited by 26 publications

References 70 publications

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones

Electrochemical Functionalization of Imidazopyridine and Indazole: An Overview

Visible Light as the Key for the Formation of Carbon–Sulfur Bonds in Sulfones, Thioethers, and Sulfonamides: An Update

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