Tetrahedron

High-yielding synthesis of 1-carboxamido-3, 4-dihydronaphthalenes via palladium-catalyzed aminocarbonylation

R Farkas, EA Molnár, P Ács, A Takács, L Kollár

Index: Farkas, Roland; Molnar, Erik A.; Acs, Peter; Takacs, Attila; Kollar, Laszlo Tetrahedron, 2013 , vol. 69, # 2 p. 500 - 504

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Citation Number: 5

Abstract

1-Iodo-3, 4-dihydronaphthalene, an iodoalkene substrate obtained from α-tetralon, has been carbonylated in the presence of palladium–phosphine precatalysts. Systematic investigations have revealed that the 1-carboxamido-3, 4-dihydronaphthalenes and 1- methoxycarbonyl-3, 4-dihydronaphthalene have been formed in exceptionally high isolated yields (up to 96%) in chemospecific reaction. The influence of the amine nucleophile and ...