Literature DB >> 20141224

Synthesis of an azide-tagged library of 2,3-dihydro-4-quinolones.

Hajoong Lee1, Masato Suzuki, Jiayue Cui, Sergey A Kozmin.   

Abstract

We describe the assembly of a 960-member library of tricyclic 2,3-dihydro-4-quinolones using a combination of solution-phase high-throughput organic synthesis and parallel chromatographic purification. The library was produced with high efficiency and complete chemo- and diastereoselectivity by diversification of an azide-bearing quinolone via a sequence of [4 + 2] cycloadditions, N-acylations, and reductive aminations. The azide-functionalization of this library is designed to facilitate subsequent preparation of fluorescent or affinity probes, as well as small-molecule/surface conjugation.

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Year:  2010        PMID： 20141224      PMCID： PMC2830352          DOI： 10.1021/jo9025447

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


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