Issue 27, 2007

Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

Abstract

Demonstrating direct synergic “low polarity metallation”, 1-methylindole is C-magnesiated by (TMEDA)2·Na2MgBu4 and C-zincated by (TMEDA)·Na(tBu)(TMP)Zn(tBu), and 1-methylpyrrole is C-zincated by the same reagent, with all three metal products successfully crystallographically characterised.

Graphical abstract: Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

Supplementary files

Article information

Article type
Communication
Submitted
22 Mar 2007
Accepted
24 Apr 2007
First published
04 May 2007

Chem. Commun., 2007, 2864-2866

Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

B. Conway, E. Hevia, A. R. Kennedy and R. E. Mulvey, Chem. Commun., 2007, 2864 DOI: 10.1039/B704362G

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