Literature DB >> 11101423

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

S Ma1, H Xie.   

Abstract

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

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Year:  2000        PMID: 11101423     DOI: 10.1021/ol006504j

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Copper-catalyzed synthesis of 2,4-disubstituted allenoates from α-diazoesters.

Authors:  Matthew Hassink; Xiaozhong Liu; Joseph M Fox
Journal:  Org Lett       Date:  2011-04-12       Impact factor: 6.005

2.  Copper(II)-Promoted Cyclization/Difunctionalization of Allenols and Allenylsulfonamides: Synthesis of Heterocycle-Functionalized Vinyl Carboxylate Esters.

Authors:  Barbara J Casavant; Zainab M Khoder; Ilyas A Berhane; Sherry R Chemler
Journal:  Org Lett       Date:  2015-12-01       Impact factor: 6.005

  2 in total

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