Metalation/SRN1 coupling in heterocyclic synthesis. A convenient methodology for ring functionalization

L Estel, F Marsais, G Queguiner

文献索引：Estel, L.; Marsais, F.; Queguiner, G. Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2740 - 2744

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被引用次数: 94

摘要

Lithiation, iodination, and fluorine substitution on 2-fluoropyridine gave 2-substituted 3- iodopyridines, which were further subjected to iodine SRNl substitution by carbon, sulfur, and phosphorus nucleophiles. Iodine substitution by enolates on 2-amino-3-iodopyridines afforded ketones, which were further cyclized to various 1, 2-disubstituted pyrrole [2,341 pyridines. 2-Amino-3-iodo-, 3-amino-4-iodo-, and 4-amino-3-iodopyridines were prepared ...