ArticleAngewandte Chemie (International ed. in English)2016
Contrasting Frustrated Lewis Pair Reactivity with Selenium- and Boron-Based Lewis Acids.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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7 citing papers in PubMed, 40 citations in OpenAlex.
- Borane catalysed annulative sulfenylation of internal alkynes: towards the synthesis and study of fused heterocycles.Chemical science · 2026Article
- Metal-Free Electrophilic Borylative Cyclizations of Alkynes.Chemical record (New York, N.Y.) · 2026Review
- Regioselective intramolecular cyclization ofRSC advances · 2023Article
- PhIClFrontiers in chemistry · 2022Article
- Synthesis of selenated isochromenones by AgNORSC advances · 2020Article
- Mechanistic Studies of Formal Thioboration Reactions of Alkynes.The Journal of organic chemistry · 2017Article
- Contrasting Frustrated Lewis Pair Reactivity with Selenium- and Boron-Based Lewis Acids.Angewandte Chemie (International ed. in English) · 2016Article
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Authors and funding
6 authors at 2 institutions in 1 country.
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Abstract
The activation of π-bonds in diynyl esters has been investigated by using soft and hard Lewis acids. In the case of the soft selenium Lewis acid PhSeCl, sequential activation of the alkyne bonds leads initially to an isocoumarin (1 equiv PhSeCl) and then to a tetracyclic conjugated structure with the isocoumarin subunit fused to a benzoselenopyran (3 equiv PhSeCl). Conversely, the reaction with the hard Lewis acidic borane B(C6 F5 )3 initiates a cascade reaction to yield a complex π-conjugated system containing phthalide and indene subunits.
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