439134-46-0Relevant academic research and scientific papers
Competing Regiochemical Pathways in the Heck Arylation of 1,2-Dihydronaphthalene
Maeda, Kenji,Farrington, Edward J.,Galardon, Erwan,John, Benjamin D.,Brown, John M.
, p. 104 - 109 (2002)
The Heck reaction of aryl iodides with 1,2-dihydronaphthalene has been examined. Two separate reaction pathways are observed under all the conditions tried. Arylation adjacent to the aromatic ring leads to a subsequent double bond shift such that the product is a 1-aryl-1,2-dihydronaphthalene. The alternative regiochemistry leads to production of the corresponding 3-aryl-1,2-dihydronaphthalene, and labelling studies with specifically deuterated alkenes demonstrate that this is most likely to be the result of a trans Pd-H elimination pathway. The ratio always varies between 75:25 in favour of the 3-aryl product (Jeffery conditions) to 70:30 in favour of the 1-aryl product.
Synthesis and pharmacological evaluation of 4-(3,4-dichlorophenyl)-N- methyl-1,2,3,4-tetrahydronaphthalenyl amines as triple reuptake inhibitors
Shao, Liming,Wang, Fengjiang,Malcolm, Scott C.,Ma, Jianguo,Hewitt, Michael C.,Campbell, Una C.,Bush, Larry R.,Spicer, Nancy A.,Engel, Sharon R.,Saraswat, Lakshmi D.,Hardy, Larry W.,Koch, Patrick,Schreiber, Rudy,Spear, Kerry L.,Varney, Mark A.
, p. 663 - 676 (2011/03/17)
The present work describes a series of novel chiral amines that potently inhibit the in vitro reuptake of serotonin, norepinephrine and dopamine (triple reuptake inhibitors) and were active in vivo in a mouse model predictive of antidepressant like activi
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.
