Categories: C-C Bond Formation > Nitrogen-containing molecules >
Synthesis of Oximes
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Recent Literature
The Suzuki coupling of N-alkoxyimidoyl iodides occurs with complete
retention of the imidoyl halide geometry to give single E- or Z-isomers
of diaryl oxime ethers. The Sonogashira coupling of N-alkoxyimidoyl
iodides and bromides with a wide variety of terminal alkynes affords single
geometric isomers of aryl alkynyl oxime ethers.
D. D. Dolliver, B. T. Bhattarai, A. Pandey, M. L. Lanier, A. S. Bordelon, S.
Adhikari, J. A. Dinser, P. F. Flowers, V. S. Wills, C. L. Schneider, K. H.
Shaughnessy, J. N. Moore, S. M. Raders, T. S. Snowden, A. S. McKim, F. R.
Fronczek, J. Org. Chem., 2013,
78, 3676-3687.
D. D. Dolliver, B. T. Bhattarai, A. Pandey, M. L. Lanier, A. S. Bordelon, S.
Adhikari, J. A. Dinser, P. F. Flowers, V. S. Wills, C. L. Schneider, K. H.
Shaughnessy, J. N. Moore, S. M. Raders, T. S. Snowden, A. S. McKim, F. R.
Fronczek, J. Org. Chem., 2013,
78, 3676-3687.
Hydroboration with catecholborane, followed by treatment with easily
available reagents such as alkenyl sulfones or alkynyl phenyl sulfones in
the presence of a radical initiator, represents an effective and simple
one-pot procedure for direct vinylation, formylation, and cyanation.
A.-P. Schaffner, V. Darmency, P. Renaud, Angew. Chem. Int. Ed.,
2006,
45, 5847-5849.