Tetrahedron

High-yielding synthesis of Weinreb amides via homogeneous catalytic carbonylation of iodoalkenes and iodoarenes

A Takács, A Petz, L Kollár

Index: Takacs, Attila; Petz, Andrea; Kollar, Laszlo Tetrahedron, 2010 , vol. 66, # 25 p. 4479 - 4483

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Citation Number: 26

Abstract

Iodoarenes (iodobenzene and 2-iodothiophene) and iodoalkenes (1-iodocyclohexene, 1- iodo-4-tert-butylcyclohexene, 1-iodo-2-methylcyclohexene and 1-iodo-1-(1-naphthyl) ethene) were used as substrates in palladium-catalysed aminocarbonylation with N, O- dimethylhydroxylamine. The corresponding Weinreb amides were prepared in high isolated yields (up to 87%) when forcing conditions (40–60bar of CO, 50° C) were used. The ...

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