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Pd-catalyzed synthesis of vinyl arenes from aryl halides and acrylic acid
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Chemical Sciences Journal

ISSN: 2150-3494

Open Access

Pd-catalyzed synthesis of vinyl arenes from aryl halides and acrylic acid




Yang Ou

Ruhr-Universitat Bochum,Germany

Posters & Accepted Abstracts: Chem Sci J

Abstract :

Substituted styrenes are key building blocks in organic synthesis, and are widely used in the manufacturing of fine chemicals and polymers. Moreover, the vinyl group can be used as a hub for further functionalization, for example, by olefin metathesis, carboxylation, (asymmetric) hydrofunctionalization, or heterocycle synthesis. Acrylic acid is presented as an inexpensive, nonvolatile vinylating agent in a palladium-catalyzed decarboxylative vinylation of aryl halides. The reaction proceeds through a Heck reaction of acrylic acid, immediately followed by protodecarboxylation of the cinnamic acid intermediate. The use of the carboxylate group as a deciduous directing group ensures high selectivity for monoarylated products. The vinylation process is generally applicable to diversely substituted substrates. Its utility is shown by the synthesis of drug-like molecules and the gram-scale preparation of key intermediates in drug synthesis.

Biography :

Yang Ou studied medicinal chemistry at the Peking University, acquiring his Master's degree in 2015. He is currently working towards his PhD at Ruhr-Universität Bochum under the supervision of Prof. Lukas J. Goossen. His research program is focused on the development of new strategies to access fluorinated molecules and heterocycles.

E-mail: yang_ou2015@outlook.com

 

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Citations: 912

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