Oxidative free radical cyclizations via cobalt(I) reagents in synthesis
Conference
·
· Am. Chem. Soc., Div. Pet. Chem., Gen. Pap., Prepr.; (United States)
OSTI ID:6772126
The majority of free radical cyclization reactions are performed under reductive conditions, with the result that ring formation is invariably accomplished at the expense of one or more functional groups. Although illustrations of free-radical trapping, by, for example, oxygen, nitroxides, isonitriles, Michael acceptors, alkyl radicals, abound in the literature, the generality of these methods in synthesis has not been established. Single electron transfer has been implicated in the reactions of many transition metal complexes with organic halides, and it is our belief that transition metal reagents offer a great potential in free-radical trapping methodologies. In this presentation the authors describe methods for achieving oxidative free-radical cyclizations by means of nucleophilic cobalt(I) reagents. Further, they illustrate the scope for these reactions in the synthesis of functionalized oxygen and nitrogen heterocyclic ring systems present in a range of biologically important natural products.
- Research Organization:
- Dept. of Chemistry, Univ. of Nottingham, Nottingham, NG7 2RD
- OSTI ID:
- 6772126
- Report Number(s):
- CONF-860911-
- Conference Information:
- Journal Name: Am. Chem. Soc., Div. Pet. Chem., Gen. Pap., Prepr.; (United States) Journal Volume: 31:3
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKYL RADICALS
CHEMICAL PREPARATION
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
COBALT COMPOUNDS
COMPLEXES
DEHYDROCYCLIZATION
ELECTRON TRANSFER
ELEMENTS
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
KINETICS
NITROGEN
NONMETALS
ORGANIC COMPOUNDS
OXIDATION
OXYGEN
RADICALS
REACTION KINETICS
REAGENTS
REDUCTION
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
YIELDS
400201* -- Chemical & Physicochemical Properties
ALKYL RADICALS
CHEMICAL PREPARATION
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
COBALT COMPOUNDS
COMPLEXES
DEHYDROCYCLIZATION
ELECTRON TRANSFER
ELEMENTS
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
KINETICS
NITROGEN
NONMETALS
ORGANIC COMPOUNDS
OXIDATION
OXYGEN
RADICALS
REACTION KINETICS
REAGENTS
REDUCTION
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
YIELDS