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A Novel Approach to 2-Chloro-2-fluorostyrenes

✍ Scribed by Valentine G. Nenajdenko; Alexey V. Shastin; Vasily N. Korotchenko; Georgy N. Varseev; Elisabeth S. Balenkova

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
135 KB
Volume
2003
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

A new general catalytic olefination reaction (COR) of aromatic and heteroaromatic aldehydes and ketones was applied to synthesise 2‐chloro‐2‐fluorostyrenes. The two‐stage procedure includes the transformation of carbonyl compounds into hydrazones followed by treatment with CFCl~3~ mediated by copper catalysis. Trichlorofluoromethane was used as a chlorofluoromethylene transfer reagent. The reaction proceeds stereoselectively and the target alkenes were obtained in high yield. A proposed mechanism for the reaction is discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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