We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Decarboxylative ipso Amination of Activated Benzoic Acids.
- Authors
Pichette Drapeau, Martin; Bahri, Janet; Lichte, Dominik; Gooßen, Lukas J.
- Abstract
In the presence of a bimetallic Pd/Cu system with 1,10‐phenanthroline as the ligand and either air or N‐methylmorpholine N‐oxide as the oxidant, electron‐deficient benzoic acids undergo oxidative decarboxylative coupling with unprotected amines. This operationally simple aniline synthesis is widely applicable with respect to the amine and gives good yields, even on multigram scale. The orthogonality of this reaction to other Pd‐catalyzed cross‐couplings allows the concise synthesis of multisubstituted arenes by sequential C−C, C−Cl, and C−N functionalizations. Mechanistic investigations suggest the intermediacy of a hypervalent Pd species.
- Subjects
DECARBOXYLATION; AMINATION; BENZOIC acid; PHENANTHROLINE; LIGANDS (Chemistry); COUPLING reactions (Chemistry)
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 3, p902
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201812068