ArticleAngewandte Chemie (International ed. in English)2020
Electrophilic Vinylation of Thiols under Mild and Transition Metal-Free Conditions.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Mechanochemical Synthesis of X-Vinylbenziodoxol(on)es and One-Pot Conversion to Complex AlkenesAngewandte Chemie (International ed. in English) · 2026Article
- Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents.Chemical reviews · 2024Review
- Structure-reactivity analysis of novel hypervalent iodine reagents inFrontiers in chemistry · 2024Article
- Iodine(III)-Mediated Oxidation of Anilines to Construct Dibenzazepines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Aryl-, Akynyl-, and Alkenylbenziodoxoles: Synthesis and Synthetic Applications.Molecules (Basel, Switzerland) · 2023Review
- Transition-Metal-Free Difunctionalization of Sulfur Nucleophiles.Angewandte Chemie (International ed. in English) · 2023Article
- Explaining Regiodivergent Vinylations with Vinylbenziodoxolones.Angewandte Chemie (International ed. in English) · 2022Article
- Ritter-type iodo(iii)amidation of unactivated alkynes for the stereoselective synthesis of multisubstituted enamides.Chemical science · 2021Article
- Electrophilic Vinylation of Thiols under Mild and Transition Metal-Free Conditions.Angewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The iodine(III) reagents vinylbenziodoxolones (VBX) were employed to vinylate a series of aliphatic and aromatic thiols, providing E-alkenyl sulfides with complete chemo- and regioselectivity, as well as excellent stereoselectivity. The methodology displays high functional group tolerance and proceeds under mild and transition metal-free conditions without the need for excess substrate or reagents. Mercaptothiazoles could be vinylated under modified conditions, resulting in opposite stereoselectivity compared to previous reactions with vinyliodonium salts. Novel VBX reagents with substituted benziodoxolone cores were prepared, and improved reactivity was discovered with a dimethyl-substituted core.
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Registered trials
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