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

Mulvey, R.E. and Kennedy, A.R. and Hevia, E. (2007) Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation. Chemical Communications (London) (27). pp. 2864-2866. ISSN 0009-241X

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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.