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The Newman-Kwart rearrangement re-evaluated by microwave synthesis

Jonathan D. Moseley*, Rosalind F. Sankey, Olivier N. Tang and John P. Gilday

*AstraZeneca, Process Research and Development, Avlon Works, Severn Road, Hallen, Bristol BS10 7ZE, UK, Email: jonathan.moseleyastrazeneca.com

J. D. Moseley, R. F. Sankey, O. N. Tang, J. P. Gilday, Tetrahedron, 2006, 62, 4685-4689.

DOI: 10.1016/j.tet.2005.12.063


Abstract

Microwave technology has proven to be ideal for investigating the Newman-Kwart rearrangement (NKR) at high temperatures and facilitated the confirmation of many aspects of this valuable reaction. Comparisons between thermal and microwave results indicate no evidence of a significant microwave effect.

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A high temperature investigation using microwave synthesis for electronically and sterically disfavoured substrates of the Newman-Kwart rearrangement

J. D. Moseley, P. Lenden, Tetrahedron, 2007, 63, 4120-4125.


Key Words

Newman-Kwart Rearrangement, Microwave Synthesis, Thiocarbamates


ID: J72-Y2006-4880