期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 12, 期 21, 页码 5563-5568出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501360
关键词
combinatorial chemistry; cyclotrimerization; homogeneous catalysis; solid-phase synthesis
The transition-metal-catalyzed [2+2+2] cyclotrimerization of a diyne and an alkyne provides a convergent route to highly-substituted aromatic rings. This reaction possesses distinct drawbacks, especially low chemo- and regioselectivities, which hamper its application in combinatorial synthesis. These problems have been solved by the development of solid-supported [2+2+2]-cycloaddition reactions. If conducted on a solid-support, this reaction enables rapid combinatorial access to diverse sets of carbo- and heterocyclic small-molecule arrays. The scope of this methodology has been investigated by examining different immobilization strategies, different diyne precursors, and a variety of functionalized alkyne reaction partners. Overall, isoindoline, phthalan, and indan libraries were assembled in good to excellent yields and with high purities.
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