Ru(0)-catalyzed C3-selective Coupling Reactions of Unsaturated 5-Membered Heterocycles with Methyl Methacrylate and Methacryl Amide

Ru(0)-catalyzed C3-selective Coupling Reactions of Unsaturated 5-Membered Heterocycles with Methyl Methacrylate and Methacryl Amide

C3-selective direct coupling reactions of unsaturated 5-membered heterocycles such as 2,5-dihydrofuran, N-tosyl-2,5-dihydropyrrole, and 3-sulfolene with methyl methacrylate or methacryl amide are catalyzed by [Ru(η6-naphthalene)(η4-bicyclo[3.3.1]nona-2,6-diene)] (1b). As an application of this metho...

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Veröffentlicht in:Chemistry letters 2017-01, Vol.46 (10), p.1522
Hauptverfasser: Hirano, Masafumi, Moritake, Masahiro, Murakami, Tasuku, Komine, Nobuyuki
Format: Artikel
Sprache:eng ; fre ; ger ; jpn
Schlagworte:
Chemical industry
Chemical reactions
Coupling
Naphthalene
Pesticides
Polymethyl methacrylate
Tetrahydrofuran
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Zusammenfassung:C3-selective direct coupling reactions of unsaturated 5-membered heterocycles such as 2,5-dihydrofuran, N-tosyl-2,5-dihydropyrrole, and 3-sulfolene with methyl methacrylate or methacryl amide are catalyzed by [Ru(η6-naphthalene)(η4-bicyclo[3.3.1]nona-2,6-diene)] (1b). As an application of this method, a pesticide lead, 2-methyl-3-(tetrahydrofuran-3-yl)propanamide (6ab) is prepared in 2 steps from 2,5-dihydrofuran in 62% total yield.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.170683