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Nickel‐Catalyzed Conversion of Enol Triflates into Alkenyl Halides
Author(s) -
Hofstra Julie L.,
Poremba Kelsey E.,
Shimozono Alex M.,
Reisman Sarah E.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201906815
Subject(s) - catalysis , halide , chemistry , enol , nickel , halogenation , stoichiometry , pyridine , medicinal chemistry , organic chemistry
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 H 2 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.