Zinc-Catalyzed Synthesis of Conjugated Dienoates through Unusual Cross-Couplings of Zinc Carbenes with Diazo Compounds
نویسندگان
چکیده
منابع مشابه
Zinc-catalyzed synthesis of 2-alkenylfurans via cross-coupling of enynones and diazo compounds.
Inexpensive, less-toxic ZnCl2 serves as the catalyst for selective cross-coupling of enynones and diazo compounds, an unprecedented reaction pathway for zinc carbenoids. A cascade sequence comprising formal cyclization/cross-coupling leads to a variety of 2-alkenylfurans.
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[reaction: see text] A large and normal nitrogen-15 kinetic isotope effect of 1.035 +/- 0.003 provides direct support for the proposed mechanism for the rhodium-catalyzed carbene formation from diazo compounds, which involves the fast formation of a metal-diazo complex followed by rate-limiting extrusion of N2. The large magnitude of the KIE indicates extensive C-N bond fission in the transitio...
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ژورنال
عنوان ژورنال: Chemistry - A European Journal
سال: 2016
ISSN: 0947-6539
DOI: 10.1002/chem.201604194