Chemoselective C−H Bond Activation: Ligand and Solvent Free Iron-Catalyzed Oxidative C−C Cross-Coupling of Tertiary Amines with Terminal Alkynes. Reaction Scope and Mechanism
Organic Letters2009Vol. 11(8), pp. 1701–1704
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Abstract
FeCl(2) catalyzes the oxidative C-C cross-coupling of tertiary amines with terminal alkynes into propargylamines using (t-BuO)(2) as oxidant. The reaction can be applied to aromatic and aliphatic amines and alkynes without solvent. High chemoselectivity for aminomethyl groups is due to a steric factor.
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