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. © 2006 American Chemical Society.
|Number of pages||10|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 18 Aug 2006|
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CCDC 601447: Experimental Crystal Structure Determination
McAllister, L. A. (Contributor), Turner, K. L. (Contributor), Brand, S. (Contributor), Stefaniak, M. (Contributor) & Procter, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2006
DOI: 10.5517/ccn5vj5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccn5vj5&sid=DataCite