Palladium triggered diene formation from nitro allylic compounds: a versatile entry into naphthalene derivativesElectronic supplementary information (ESI) available: Details of experimental procedures, 1H NMR and 13C NMR spectra for all unknown compounds. See DOI: 10.1039/c8cc06536e

Nitro allylic derivatives were converted into dienes through the elimination of the nitro group under basic treatment, in the presence of a palladium catalyst. This reaction probably involves the formation of a palladium π-allyl complex followed by a base-promoted β-hydride elimination. This reaction, combined with the condensation of ketones with nitromethane and the functionalization of the resulting nitrocycloalkenes, constitutes a very powerful synthetic tool for the formation of dienes. Particular attention has been brought to the application of this methodology to the formation of 1-substituted naphthalenes from 1-tetralone. Dienes from Tsuji-Trost elimination of nitrite: a powerful access to functionalized naphthalenes.