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Nickel-Catalyzed Carbonylative Synthesis of Functionalized Alkyl Iodides
2018, Peng, J.-B., Wu, F.-P., Xu, C., Qi, X., Ying, J., Wu, X.-F.
Chemistry; Catalysis; Organic Synthesis © 2018 The Author(s)Functionalized alkyl iodides are important compounds in organic chemistry and biology. In this communication, we developed an interesting nickel-catalyzed carbonylative synthesis of functionalized alkyl iodides from aryl iodides and ethers. With Mo(CO)6 as the solid CO source, both cyclic and acyclic ethers were activated, which is also a challenging topic in organic synthesis. Functionalized alkyl iodides were prepared in moderate to excellent yields with outstanding functional group tolerance. Besides the high value of the obtained products, all the atoms from the starting materials were incorporated in the final products and the reaction had high atom efficiency as well.
Nickel-catalysed carbonylative homologation of aryl iodides
2018, Peng, J.-B., Wu, F.-P., Qi, X., Ying, J., Wu, X.-F.
Homologation is an important organic transformation which extends the carbon chain of a parent molecule, and many procedures have been established. However, although carbonylation reactions are now well developed as valuable methods for the synthesis of carbonyl-containing compounds, studies of carbonylative homologation are limited. Here we report a nickel-catalysed carbonylative homologation of aryl iodides. With molybdenum hexacarbonyl as the solid carbon monoxide source and silane as the deoxygenation reagent, benzylic units can be effectively produced. Various (hetero)arenes can be successfully benzylated and give the corresponding products in moderate to excellent yields.