A high temperature investigation using microwave synthesis for electronically and sterically disfavoured substrates of the Newman-Kwart rearrangement
Jonathan D. Moseley* and Philip Lenden
*AstraZeneca, Process Research and Development, Avlon Works, Severn Road, Hallen, Bristol BS10 7ZE, UK, Email: jonathan.moseleyastrazeneca.com
J. D. Moseley, P. Lenden, Tetrahedron, 2007, 63, 4120-4125.
Electronically deactivated and/or sterically hindered substrates undergo the Newman-Kwart rearrangement (NKR) at around 300°C using modern microwave technology. In addition, several previously reported difficult examples were re-investigated, and the NKR under the reported conditions was found to be a reliable and high yielding reaction.
see article for more examples
J. D. Moseley, R. F. Sankey, O. N. Tang, J. P. Gilday, Tetrahedron, 2006, 62, 4685-4689.