No abstract

Photoinduced hydrogen abstraction from aliphatic cyclic hydrocarbons (C(5) to C(7), C(12), as well as adamantane) by triplet aromatic ketones in the presence of alpha,beta-unsaturated (di)nitriles offers a straightforward entry to the corresponding alkylated (di)nitriles via the alkyl radicals. Yields are moderate to good depending on the olefins structure (substitution in beta slows down the addition to mononitriles, but with alpha,alpha-dinitriles electronic activation allows efficient alkylation also of beta,beta-disubstituted substrates). A tandem alkylation-cyclization process has been obtained with (1-methylpent-4-enylidene)malononitrile.

No abstract

C-C bond formation O 0282 Photomediated Synthesis of β-Alkylketones from Cycloalkanes. -Conditions which allow successful addition of unactivated cycloalkanes to enones are developed. -(DONDI, D.; CARDARELLI, A. M.; FAGNONI*, M.; ALBINI, A.; Tetrahedron 62 (2006) 23, 5527-5535; Dip. Chim.

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