New Gilman-type lithium cuprate from a copper(II) salt: synthesis and deprotonative cupration of aromatics - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2009

New Gilman-type lithium cuprate from a copper(II) salt: synthesis and deprotonative cupration of aromatics

Résumé

Deprotonative cupration of aromatics including heterocycles (anisole, 1,4-dimethoxybenzene, thiophene, furan, 2- fluoropyridine, 2-chloropyridine, 2-bromopyridine and 2,4-dimethoxypyrimidine) was realized in tetrahydrofuran at room temperature using the Gilman-type amido-cuprate (TMP)2CuLi in situ prepared from CuCl2*TMEDA through successive addition of 1 equivalent of butyllithium and 2 equivalents of LiTMP. The intermediate lithium (hetero)arylcuprates were evidenced by trapping with iodine, allyl bromide, methyl iodide and benzoyl chlorides, the latter giving the best results. Symmetrical dimers were also prepared from lithium azine and diazine cuprates using nitrobenzene as oxidative agent.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
New_Gilman-type_lithium_cuprate_from_a_copper_II_salt.pdf (343.78 Ko) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-00785023 , version 1 (05-02-2013)

Identifiants

Citer

Nguyen Tan Tai, Floris Chevallier, Viatcheslav Jouikov, Florence Mongin. New Gilman-type lithium cuprate from a copper(II) salt: synthesis and deprotonative cupration of aromatics. Tetrahedron Letters, 2009, 50 (49), pp.6787-6790. ⟨10.1016/j.tetlet.2009.09.100⟩. ⟨hal-00785023⟩
276 Consultations
767 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More