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Synlett 1992; 1992(1): 64-66
DOI: 10.1055/s-1992-21268
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Direct α′ Alkylation of 2-Nitro Ketone Dianions

Roberto Ballini* , Giuseppe Bartoli, Roberto Castagnani, Enrico Marcantoni, Marino Petrini
  • *Dipartimento di Scienze Chimiche, Universitá, Via S. Agostino 1, I-62032 Camerino, Italy
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Publication History

Publication Date:
18 September 2002 (online)

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Doubly deprotonated 2-nitro ketones (2-nitrocyclo-hexanones and α-nitroalkanones) are efficiently alkylated in the α′-position with alkenyl, alkyl or benzyl halides at -50 °C in tetrahydrofuran. Yields of the process are comparable with those reported for ketohydrazone or ketoimine derivatives and range from 65 to 85%.

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