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Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides.

ABSTRACT: A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)2 ?4?H2 O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine.

SUBMITTER: Hofstra JL 

PROVIDER: S-EPMC7179072 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides.

Hofstra Julie L JL   Poremba Kelsey E KE   Shimozono Alex M AM   Reisman Sarah E SE  

Angewandte Chemie (International ed. in English) 20190919 42

A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)<sub>2</sub> ⋅4 H<sub>2</sub> O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine. ...[more]

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