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• W4300689783 startingPage "14596" @default.
• W4300689783 abstract "The scope of an umpolung approach to expand synthetic access to bifunctional γ-keto hydrazine intermediates via electrophilic amination of β-homoenolates derived from cyclopropanol precursors that took advantage of azodicarboxylates or azodicarboxamides as electron-deficient nitrogen sources was examined. This new synthetic procedure avails commercially available or readily accessible starting materials along with a ligand-free Cu(II) salt as an inexpensive catalyst. Using this operationally simple reaction, which proceeds under mild conditions (open-flask and ambient temperature) and is suitable for multigram scale, preparative applications were established with a range of aryl- and alkyl-substituted cyclopropanols and azodicarboxylate/azodicarboxamide substrates (26 examples, 74-95% yields). Further, the obtained products have been shown to provide convenient synthetic access to γ-hydroxy hydrazide, γ-amino hydrazide, and heterocyclic derivatives." @default.
• W4300689783 created "2022-10-04" @default.
• W4300689783 creator A5032482840 @default.
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• W4300689783 date "2022-10-03" @default.
• W4300689783 modified "2023-10-08" @default.
• W4300689783 title "Electrophilic Hydrazination of Cyclopropanols Using Azodicarboxylates via Copper(II) Catalysis: An Umpolung Strategy to Access β-Hydrazino Ketone Motifs" @default.
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• W4300689783 doi "https://doi.org/10.1021/acs.joc.2c01980" @default.
• W4300689783 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36190309" @default.
• W4300689783 hasPublicationYear "2022" @default.
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