Solid-phase approach to tetrahydroquinolones using a sulfur linker cleaved by SmI2
A sulfur α-heteroatom-substituted carbonyl (HASC) linker has been utilized in a solid-phase approach to tetrahydroquinolones. The route illustrates the compatibility of the linker system with palladium-catalyzed transformations and its utility for library synthesis. The linker is cleaved by electron transfer from samarium(II) iodide.
Turner, Kristy L.,Baker, Thomas M.,Islam, Saidul,Procter, David J.,Stefaniak, Mark
p. 329 - 332
(2007/10/03)
Solid phase approaches to N-heterocycles using a sulfur linker cleaved by SmI2
A sulfur HASC (α-hetero-atom substituted carbonyl) linker has been utilized in solid-phase approaches to oxindoles and tetrahydroquinolones. The route to oxindoles employs the first Pummerer cyclizations on solid phase, whereas the route to tetrahydroquinolones involves a microwave-assisted Heck reaction followed by a Michael cyclization. In both cases, the linker is cleaved in a traceless fashion by electron transfer from samarium(II) iodide. The routes illustrate the compatibility of the linker system with a number of reaction types and its utility for library synthesis.
McAllister, Laura A.,Turner, Kristy L.,Brand, Stephen,Stefaniak, Mark,Procter, David J.
p. 6497 - 6507
(2007/10/03)
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