Efficient access to cyclic ureas via Pd-catalyzed cyclization.

Organic letters (2006-07-14)
Mark McLaughlin, Michael Palucki, Ian W Davies
摘要

[Structure: see text] An efficient regioselective method for the preparation of structurally diverse imidazopyridinones and benzoimidazolones starting from readily available and economical starting materials is described. 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. Overall, the developed chemistry provides rapid access to pharmaceutically important heterocyclic compounds with high efficiency.

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Sigma-Aldrich
乙酸钯(II), reagent grade, 98%