Process for the preparation of substituted divinylpyridines...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/04 (2006.01) C07D 213/16 (2006.01) C07D 213/26 (2006.01) C07D 213/30 (2006.01) C07D 213/57 (2006.01) C07F 9/58 (2006.01)

Patent

CA 1234119

Process for the preparation of substituted divlnylpyridines and novel substituted divinvlpyridines Abstract The invention relates to compounds of the formula I Image (I) wherein R' is bound in the 4- or 5-position, R and R' are -CH2OH, -CH2CH2OH, -CH2CH2OCH2C6H5, -CH2-X, -CH2P?(Y)3X?, -CH2P(O)(C1-3alkooxy)2 or -CH=CH2, R" is C1-10alkyl, X is a halogen atom, X? is the anion corresponding to X and Y is phenyl or phenyl which is substituted by a C1-C5alkyl group. These compounds can be obtained by a novel simple process in good to very good yield by co-cyclotrimerising nitriles R"-CN with alkynes HC=C-Z (Z is -CH2OH, -CH2CH2OH or -CH2CH2OCH2C6H5), in the presence of a cobalt(I) catalyst, dehydrating the resultant pyridines either to compounds of the formula I, in which R and R" are -CH=CH2, or converting them into the corresponding bishalomethylpyridines, reacting these latter with triphenylphosphines or trialkylphosphites and subjecting the pyridinephosphonium salts or pyridinephos- phonic acid tetraalkyl esters so obtained to a Wittig or Wittig-Horner reaction. Compounds of the formula (I), in which R and R" are -CH=CH2, can also be obtained by direct reaction of nitriles R"-CN with vinyl acetylene in the presence OF cobalt(I) catalysts, and are used e.g. as crosslinking agents or for the production of polymers.

420186

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