4.8 Article

Unexpected facile sequential halolactamization-hydroxylation of 2,3-allenamides with CuX2 for the efficient synthesis of 4-halo-5-hydroxypyrrol-2(5H)-ones

Journal

ORGANIC LETTERS
Volume 2, Issue 24, Pages 3801-3803

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AMER CHEMICAL SOC
DOI: 10.1021/ol006504j

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[GRAPHICS] 4-Halo-5-hydroxypyrrol-2(5H)-ones were synthesized from the efficient sequential halolactamization-hydroxylation reaction of 4-monosubstituted 2,3-allenamides with CuX2 (X = Br, CI) in high yields. Halolactamization of fully substituted 2,3-dienamide (1f) afforded 4-halo-pyrrol-2(5H)-ones.

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