Research Progress in C—S Bond Formation Reaction of Olefins with Organic Sulfur Reagents under Photocatalyst-Free and Non-Electrochemical Conditions

Wang, Bowen; Zhou, Yongjun; Luo, Shi‐He; Luο, Xingguang; Chen, Weiqing; Yang, Shijie; Wang, Zhaoyang

doi:10.6023/cjoc202006064

Cited by 12 publications

(2 citation statements)

References 113 publications

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“…[ 20 ] The sulfinic salt is a smell‐less, non‐volatile, and air‐stable sulfur source. [ 21 ] In this study, we developed the first method for synthesis of aryl, aliphatic, and alkenyl sulfonyl fluorides with Et 3 N‐3HF as a fluoride source and sulfinic salts as starting materials, driven by electrochemical evolution of hydrogen. [ 22 ]…”

Section: Background and Originality Contentmentioning

confidence: 99%

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Zhang

Zhou

2022

Chin. J. Chem.

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Comprehensive Summary Hydrofluoride is an industry‐preferred fluoride source, and finds extensively application to manufacture diverse fluoro chemicals. The Et3N‐3HF complex is a liquid HF with improve safety. In this work, we report electrochemical synthesis of a series of sulfonyl fluoride with Et3N‐3HF as fluoride source. The sulfinic salt is a smell‐less, non‐volatile, and air‐stable sulfur source in this reaction. With the combination of Et3N‐3HF and aryl/alkyl sulfinic salt, the sulfonyl fluorides are achieved without the use of external oxidant. In addition, we demonstrate further advantage in a tandem reaction involving Pd‐catalyzed C—S cross‐coupling and formation of S—F bond. A variety of functional groups including amino acids, heterocycles, halides are well tolerated.

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Section: Background and Originality Contentmentioning

confidence: 99%

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Zhang

Zhou

2022

Chin. J. Chem.

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“…8 It is no exaggeration that the sulfenofunctionalization and hydrosulfenylation of alkenes or alkynes have emerged as a highly efficient tool toward the construction of C–S building blocks. 9 This brief review 10,11 focuses on and highlights the recent progress made in the formation of C–S bonds on the basis of the 1,2-difunctionalization and hydrofunctionalization of unactivated alkenes and alkynes, which are herein classified by the type of active intermediate that initiates the transformations: radical, electrophilic sulfenofunctionalization, and transition-metal catalyzed reactions (Scheme 1B).…”

Section: Introductionmentioning

confidence: 99%

Recent developments on 1,2-difunctionalization and hydrofunctionalization of unactivated alkenes and alkynes involving C–S bond formation

2023

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N‐Thiocyanato‐2,10‐camphorsultam Derivatives: Design and Applications of Original Electrophilic Thiocyanating Reagents

et al. 2021

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The synthesis of bench‐stable electrophilic thiocyanating reagents was depicted in two steps from readily available starting materials in good yields. These newly designed electrophilic reagents were successfully applied for the thiocyanation of different nucleophiles under mild and transition metal‐free conditions. Preliminary experiments for the asymmetric C3‐thiocyanation of an oxindole derivative were also conducted leading to the expected product with no induction of chirality, although opening possibilities for accessing chiral compounds.

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Research Progress in C—S Bond Formation Reaction of Olefins with Organic Sulfur Reagents under Photocatalyst-Free and Non-Electrochemical Conditions

Cited by 12 publications

References 113 publications

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Recent developments on 1,2-difunctionalization and hydrofunctionalization of unactivated alkenes and alkynes involving C–S bond formation

N‐Thiocyanato‐2,10‐camphorsultam Derivatives: Design and Applications of Original Electrophilic Thiocyanating Reagents

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