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Additive-Free Palladium-Catalyzed Decarboxylative Cross-Coupling of Aryl Chlorides

Author:
Daley, Ryan A., Liu, En-Chih, Topczewski, Joseph J.
Source:
Organic letters 2019 v.21 no.12 pp. 4734-4738
ISSN:
1523-7052
Subject:
byproducts, carbon dioxide, catalysts, catalytic activity, chemical structure, copper, cross-coupling reactions, energy, organochlorine compounds, palladium, silver, sodium, sodium chloride
Abstract:
The cross-coupling of sodium (hetero)aryl carboxylates with (hetero)aryl chlorides proceeds with 1 mol % palladium catalyst and does not require inorganic base, silver salts, or copper salts. This coupling uses two low energy partners, and the only stoichiometric byproducts are carbon dioxide and sodium chloride. The substrate scope includes less activated aryl chlorides and carboxylates (>25 examples). The palladium loading could be reduced to 0.1 mol %, and Buchwald-style precatalysts could be used.
Agid:
6478209