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Transition-metal-catalyzed C-S bond coupling reaction.

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TLDR
Recent efforts in metal-catalyzed C-S bond cross-coupling reactions are summarized, focusing especially on the coupling of thiols with aryl- and vinyl halides based on different metals.
Abstract
Sulfur-containing molecules such as thioethers are commonly found in chemical biology, organic synthesis, and materials chemistry. While many reliable methods have been developed for preparing these compounds, harsh reaction conditions are usually required in the traditional methods. The transition metals have been applied in this field, and the palladium-catalyzed coupling of thiols with aryl halides and pseudo halides is one of the most important methods in the synthesis of thioethers. Other metals have also been used for the same purpose. Here, we summarize recent efforts in metal-catalyzed C-S bond cross-coupling reactions, focusing especially on the coupling of thiols with aryl- and vinyl halides based on different metals.

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Citations
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Journal ArticleDOI

Organometallic palladium reagents for cysteine bioconjugation

TL;DR: It is reported that palladium(ii) complexes can be used for efficient and highly selective cysteine conjugation (bioconjugation) reactions that are rapid and robust under a range of bio-compatible reaction conditions.
Journal ArticleDOI

External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C-H Thiolation for Constructing C-S Bonds.

TL;DR: The kinetic studies indicate that the interaction between the cobalt catalyst and proton might be involved in the rate-limiting process and the unexpected oxidation byproduct amides, which are often generated in oxidative cyclization of thiobenzanilides, can be completely avoided.
Journal ArticleDOI

Electrocatalytic Oxidant‐Free Dehydrogenative C−H/S−H Cross‐Coupling

TL;DR: An environmentally friendly electrocatalytic protocol has been developed for dehydrogenative C-H/S-H cross-coupling and it is indicated that the generation of aryl radical cation intermediates is key to the success of this transformation.

Organometallic palladium reagents for cysteine bioconjugation

TL;DR: In this article, the palladium(II) complexes were used for efficient and highly selective cysteine conjugation (bioconjugation) reactions that are rapid and robust under a range of bio-compatible reaction conditions.
Journal ArticleDOI

Fundamental Studies and Development of Nickel-Catalyzed Trifluoromethylthiolation of Aryl Chlorides: Active Catalytic Species and Key Roles of Ligand and Traceless MeCN Additive Revealed

TL;DR: A catalytic protocol to convert aryl and heteroaryl chlorides to the corresponding trifluoromethyl sulfides and its beneficial role lies in decreasing the energetic span, therefore accelerating product formation.
References
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Journal ArticleDOI

Modern Synthetic Methods for Copper‐Mediated C(aryl) ? O, C(aryl) ? N, and C(aryl) ? S Bond Formation

TL;DR: In this article, the authors highlight the recent developments in the copper-mediated (both stoichiometric and catalytic) reactions of aryl boronic acids as reaction partners in both O- and N-arylation.
Journal ArticleDOI

Thiol-ene “click” reactions and recent applications in polymer and materials synthesis

TL;DR: In this paper, a review highlights examples of recent applications of both the radical-mediated and base/nucleophile-initiated thiol-ene reactions in polymer and materials synthesis.
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