About this Chemistry article
Palladium-catalyzed Intramolecular α-Arylation of Aliphatic Ketone, Formyl, and Nitro Groups by Hideaki Muratake; Mitsutaka Natsume; Hiroshi Nakai is a Chemistry article available to read on EtoBox.
Intramolecular arylation of properly designed substrates bearing a ketone, formyl, or nitro terminating group was achieved by use of a PdCl 2 (Ph 3 P) 2 -Cs 2 CO 3 reaction system to form a variety of carbocyclic compounds. Arylation in ketone compounds afforded benzeneannulated bridged or spirocycloalkanone derivatives, depending on the structure of the cyclization precursors. Arylation in formyl compounds occurred at the a-position (a-arylation) or at the carbonyl carbon (carbonyl-arylation) depending on the structure of the cyclization precursors and on the reaction solvent. An a-arylated secondary nitro group was partially transformed to ketone in the manner of the Nef reaction, whereas a tertiary nitro group was partially eliminated to afford a styrene-type olefin.
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- Author
- Hideaki Muratake; Mitsutaka Natsume; Hiroshi Nakai
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)
- Published
- 2004
- Language
- EN
- Field
- Chemistry (Physical Sciences)