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The Ni-Mediated Cyclocarbonylation of Allyl Halides and Alkynes Made Catalytic. Evidence Supporting the Involvement of Pseudoradical NiI Species in the Mechanism

M. Lluďsa Nadal, Julia Bosch, Josep M. Vila, Günter Klein, Susagna Ricart and Josep M. Moretó*

*Laboratori de Catálisi Homogenea, Institut de Cičncia de Materials de Barcelona, (CSIC) Campus de la UAB, 08193 Bellaterra, Spain, Email: moretoicmab.es

M. L. Nadal, J. Bosch, J. M. Vila, G. Klein, S. Ricart, J. M. Moretó, J. Am. Chem. Soc., 2005, 127, 10476-10477.

DOI: 10.1021/ja0525713 (free Supporting Information)


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Abstract

A highly efficient catalytic, intermolecular synthesis of the cyclopentane skeleton from simple starting products is reported. Allyl halides, alkynes, and carbon monoxide react under very mild reaction conditions by means of a substoichiometric amount of iron, acetone, and a catalytic amount of Ni(II) iodide.

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Key Words

Cyclopentenones, Enones


ID: J48-Y2005-2490