Deprotonative Metalation of Five-Membered Aromatic Heterocycles Using Mixed Lithium−Zinc Species

Deprotonation of benzoxazole, benzothiazole, benzo[b]thiophene, benzo[b]furan, N-Boc-protected indole and pyrrole, and N-phenylpyrazole using an in situ mixture of ZnCl2·TMEDA (0.5 equiv) and lithium 2,2,6,6-tetramethylpiperidide (1.5 equiv) in THF at room temperature is described. The reaction was...

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Veröffentlicht in:	Journal of organic chemistry 2008-01, Vol.73 (1), p.177-183
Hauptverfasser:	L'Helgoual'c, Jean-Martial, Seggio, Anne, Chevallier, Floris, Yonehara, Mitsuhiro, Jeanneau, Erwann, Uchiyama, Masanobu, Mongin, Florence
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemical Sciences Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Hydrocarbons, Halogenated - chemical synthesis Hydrocarbons, Halogenated - chemistry Lithium - chemistry Molecular Structure Organic chemistry Organometallic Compounds - chemistry Preparations and properties Stereoisomerism Zinc - chemistry
Online-Zugang:	Volltext
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