Platinum-Catalyzed Hydrative Dimerization of Alkynylsilanes to α,β-Unsaturated Ketones

A unique type of platinum catalysis that is valuable for the synthesis of α,β-unsaturated ketones is described. In the presence of PtCl2, (2-arylethynyl)­trimethylsilanes reacted with H2O at 30 °C to give 1,4-diarylbut-3-en-2-ones in moderate to good yields. (2-Alkylethynyl)­trimethylsilanes could b...

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Veröffentlicht in:Organic letters 2024-07, Vol.26 (27), p.5689-5694
Hauptverfasser: Kikuchi-Igarashi, Kasumi, Tahara, Yuki, Hirano, Haruna, Ambe, Chinatsu, Kinoshita, Hidenori, Miura, Katsukiyo
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Sprache:eng
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Zusammenfassung:A unique type of platinum catalysis that is valuable for the synthesis of α,β-unsaturated ketones is described. In the presence of PtCl2, (2-arylethynyl)­trimethylsilanes reacted with H2O at 30 °C to give 1,4-diarylbut-3-en-2-ones in moderate to good yields. (2-Alkylethynyl)­trimethylsilanes could be efficiently converted into the corresponding hydrative dimerization products by a modified Pt catalyst system. Mechanistic studies suggest the participation of acylplatinum intermediates in the catalytic cycle.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c01735