703-77-5Relevant academic research and scientific papers
Ring contraction of 1,2-dihydronaphthalenes promoted by thallium(III) in acetonitrile: A diastereoselective approach to indanes
Ferraz, Helena M. C.,Carneiro, Vania M. T.,Silva Jr., Luiz F.
experimental part, p. 385 - 388 (2009/06/18)
Trans-1,3-Disubstituted indanes are conveniently accessed by a stereoselective ring contraction of 1,2-dihydronaphthalenes upon treatment with thallium(III) nitrate (TTN) in acetonitrile. Under these conditions, the oxidative rearrangement of either di- or trisubstituted double bonds is possible. Georg Thieme Verlag Stuttgart.
Iodine(III)-promoted ring contraction of 1,2-dihydronaphthalenes: A diastereoselective total synthesis of (±)-indatraline
Silva Jr., Luiz F.,Siqueira, Fernanda A.,Pedrozo, Eliane C.,Vieira, Fabiana Y. M.,Doriguetto, Antonio C.
, p. 1433 - 1436 (2008/02/02)
Equation presented A new approach for the synthesis of (±)- indatraline, which is a 3-phenyl-1-indanamine that displays several biological activities, is described. The strategy features as the key step a diastereoselective ring contraction of a 1,2-dihydronaphthalene promoted by Phl(OTs)OH, to construct the indan ring system. The oxidative rearrangement of other 1,2-dihydronaphthalenes was also investigated, generalizing this method to obtain indans.
The Stereochemistry of Organometallic Compounds. XXVII. Nucleophilic and Electrophilic Substitution Reactions of Conformationally Restricted Arenechromium Compounds
Jackson, W. Roy,Rae, Ian D.,Wong, Margaret G.
, p. 303 - 315 (2007/10/02)
The regioselectivity of reaction of tricarbonyl(1,1-dimethylindane)chromium with selected electrophiles and nucleophiles has been shown to be influenced by the preferred conformation of the tricarbonylchromium group.Nucleophiles preferentially react at carbon atoms eclipsed by a chromium-carbonyl bond and electrophiles at carbon atoms in staggered positions.When similar reactions were attempted with some chelated arenechromium dicarbonyl phosphorus compounds only low yields of substitution products were obtained.
