Crotononitrile, (E)-But-2-enenitrile
Crotononitrile is a good hydrogen acceptor in ruthenium-catalyzed hydrogen transfer reactions. See also: acrylonitrile
Recent Literature
Alcohols and aldehydes can be oxidized to the corresponding methyl esters by
reaction with methanol in the presence of crotononitrile as a hydrogen acceptor
using a catalyst combination of Ru(PPh3)3(CO)H2
with xantphos.
N. A. Owston, T. D. Nixon, A. J. Parker, M. K. Whittlesey, J. M. J. Williams, Synthesis, 2009,
1459-1462.
N. A. Owston, T. D. Nixon, A. J. Parker, M. K. Whittlesey, J. M. J. Williams, Synthesis, 2009,
1459-1462.
Ruthenium-catalyzed hydrogen transfer of 1,3-diols in the presence of alkyl
hydrazines provides 1,4-disubstituted pyrazoles. A regioselective synthesis of
unsymmetrical pyrazoles from β-hydroxy ketones can also be achieved.
D. C. Schmitt, A. P. Taylor, A. C. Flick, R. E. Kyne, Jr., Org. Lett.,
2015,
17, 1405-1408.
In a new version of the Fischer indole synthesis, primary and secondary alcohols
have been catalytically oxidized in the presence of phenylhydrazines and Lewis
acids to give the corresponding indoles in one step. The use of alcohols instead
of aldehydes or ketones broadens the scope of available starting materials and
offers easy handling and safety.
A. Porcheddu, M. G. Mura, L. De Luca, M. Pizzetti, M. Taddei, Org. Lett., 2012,
14, 6112-6115.
