Name: 1,4-Dioxa-8-azaspiro[4.5]decane. Drapeau, MP; Bahri, J; Lichte, D; Goossen, LJ in [Drapeau, Martin Pichette; Bahri, Janet; Lichte, Dominik; Goossen, Lukas J.] Ruhr Univ Bochum, Fak Chem & Biochem, ZEMOS, Univ Str 150, D-44801 Bochum, Germany published Decarboxylative ipso Amination of Activated Benzoic Acids in 2019, Cited 80. The Name is 1,4-Dioxa-8-azaspiro[4.5]decane. Through research, I have a further understanding and discovery of 177-11-7.
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.
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