CAS 2703016-98-0, Cat. No EN300-43394895
Reagent for vinylation, cyclopropanation and aziridination
Vinyl thianthrenium tetrafluoroborate (Vinyl-TT) is an innovative vinylating reagent. Overcoming the challenges associated with incorporating a vinyl group as a C-2 building block, this reagent offers unique properties and reactivity profiles. With its broad substrate scope, Vinyl-TT enables effective transformations, including N-vinylation of heterocycles, vinylation of aryl boronic acids, and annulation of cyclic and heterocyclic substrates1. The reagent with its distinctive structure positions is a superior performer in cross-coupling reactions. Moreover, this reagent facilitates metal-free cyclopropanation and aziridination of alkenes with XH2 (X=N, C)2. Its ease of handling, reliable reactivity, and shelf-stable crystalline nature make Vinyl-TT a laboratory asset.
Synonyms: 5-ethenyl-5H-thianthren-5-ium, tetrafluoroboranuide; 5-vinyl-5H-thianthren-5-ium tetrafluoroborate; 5-vinylthianthrenium tetrafluoroborate; Vinyl-TT
Selected publications
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Vinyl Thianthrenium Tetrafluoroborate: A Practical and Versatile Vinylating Reagent Made from Ethylene.
Juliá F.; Yan J.; Paulus F.; Ritter T. J Am Chem Soc 2021, 143 (33), 12992–12998. DOI: 10.1021/jacs.1c06632
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Intermolecular Metal‐Free Cyclopropanation and Aziridination of Alkenes with XH2 (X=N, C) by Thianthrenation.
Liu M.; Du H.; Cui J.; Shu W. Angewandte Chemie International Edition 2022, 61 (41). DOI: 10.1002/anie.202209929