Iminyls. Part 8. Intramolecular Addition to Nitrile Group
Evidence for the radical polymerisation of nitrile groups in polyacrylonitrile has been sought using model compounds.No evidence for the cycloaddition of iminyls to nitrile groups has been obtained but nucleophilic addition occured easily.Thus, 1,8-dicyan
Forrester, Alexander R.,Irikawa, Hajima,Thomson, Ronald H.,Woo, Soo On,King, Trevor J.
p. 1712 - 1720
(2007/10/02)
ADDITIONS REGIOSELECTIVES D'IMINES ET D'HYDRAZONES METALLEES AUX α-ENONES
The behavior of metallated imines and hydrazones toward α,β-unsaturated ketones was studied, using different reaction times and temperatures.Dissociation of the functional group (imine or hydrazone) in the adducts and regioselectivity in their condensation reactions are discussed.The first example of reversible addition to the carbonyl group of an enone is demonstrated for the reaction between trans chalcone and (1-)*Li(1+).
Gorrichon-Guigon, L.,Hammerer, S.
p. 631 - 640
(2007/10/02)
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Organozinc compounds derived from α-bromonitriles are readily prepared in solution in tetrahydrofuran (THF) and exist in the C metallated form. They condense normally with aldehydes and saturated ketones. A number of new β-hydroxy-nitriles are described. The addition of conjugated unsaturated ketones results in the formation of β-hydroxynitriles or ketonitriles, depending on the nature of the initial bromonitrile. The stereochemistry of the reaction of benzaldehyde with zinc-α-bromonitrile is not influenced by the nature of the solvent. Condensation with diethyl-malonate alkylidenes lead to the expected 1,4-addition products.
Goasdoue, Nicole,Gaudemar, Marcel
p. 17 - 27
(2007/10/05)
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