Efficient Access to Cyclic Ureas via Pd-Catalyzed Cyclization
Mark McLaughlin,* Michael Palucki and Ian W. Davies
*Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, Email: mark_mclaughlinmerck.com
M. McLaughlin, M. Palucki, I. W. Davies, Org. Lett., 2006, 8, 3311-3314.
DOI: 10.1021/ol061233j
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Abstract
High-yielding reductive alkylation of electron-deficient o-haloarylamines followed by treatment with inexpensive N-chlorosulfonyl isocyanate afforded primary ureas in good overall yields. A Pd-catalyzed urea cyclization reaction furnished imidazopyridinones and benzoimidazolones in excellent yields.
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Key Words
reductive amination, urea compounds, benzimidazolones
ID: J54-Y2006-2140