Diels‐Alder Reaction of β‐Fluoro‐β‐nitrostyrenes. Synthesis of Mono‐fluorinated Six‐Membered Derivatives

The Diels‐Alder reaction of β‐fluoro‐β nitrostyrenes with some linear dienes was investigated. A number of monofluorinated [4+2]‐cycloadducts was prepared in up to 90 % yield. The kinetics of [4+2]‐cycloaddition to 2,3‐dimethyl‐1,3‐butadiene was studied in detail to reveal substituent effect and act...

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Veröffentlicht in:	European journal of organic chemistry 2020-05, Vol.2020 (17), p.2479-2492
Hauptverfasser:	Larkovich, Roman V., Ponomarev, Savva A., Aldoshin, Alexander S., Tabolin, Andrey A., Ioffe, Sema L., Nenajdenko, Valentine G.
Format:	Artikel
Sprache:	eng
Schlagworte:	1,3‐Diene Biphenyl Butadiene Cycloaddition Diels-Alder reactions Diels‐Alder reaction Dienes Fluorination Global electrophilicity index Hammet equation Kinetics Nitrous acid Reaction kinetics β‐Fluoro‐β‐nitrostyrene
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