1123-04-2Relevant articles and documents
Hydrocarbon activation. Synthesis of β-cycloalkyl (Di)nitriles through photosensitized conjugate radical addition
Cardarelli,Fagnoni,Mella,Albini
, p. 7320 - 7327 (2001)
Photoinduced hydrogen abstraction from aliphatic cyclic hydrocarbons (C5 to C7, C12, as well as adamantane) by triplet aromatic ketones in the presence of α,β-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 β slows down the addition to mononitriles, but with α,α-dinitriles electronic activation allows efficient alkylation also of β,β-disubstituted substrates). A tandem alkylation - cyclization process has been obtained with (1-methylpent-4-enylidene)malononitrile.