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A range of nitrogen-containing iodinated or in some cases brominated heterocycles were converted to the corresponding zincated heterocyclic derivatives by the direct insertion of zinc dust under mild conditions (25 °C to 70 °C, 1-3 h) in a solvent like THF or DMAC. This reaction was extended to the preparation of zincated nucleic acid bases and nucleosides. The reaction of these new zinc reagents...
The reaction of zinc dust in THF with 2-iodocyclohexenone 6, 3-iodo-N-benzoyl-1-azacyclohex-2-en-4-one 8 provides the corresponding zinc organometallics 3 and 4 which react in the presence of a copper(I) catalyst or palladium(0) catalyst with an allylic bromide or alkenyl and aryl iodides in satisfactory to good yields. Several of these products can further be cyclized leading diastereoselectively...
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