Journal
QSAR & COMBINATORIAL SCIENCE
Volume 23, Issue 10, Pages 827-835Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/qsar.200420045
Keywords
fluorous synthesis; microwave irradiation; multicomponent reaction; solid-phase extraction; parallel synthesis; Suzuki coupling; cross-coupling; perfluorooctylsulfonate; 3-aminoimidazo[1,2-a]pyridine; 3-aminoimidazo[1,2-a]pyrazine
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Funding
- NIGMS NIH HHS [R44 GM062717-02] Funding Source: Medline
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Microwave and fluorous technologies are employed to increase reaction speed and reduce separation time in solution-phase parallel synthesis of a substituted 3-aminoimidazo[1,2-a]pyridine and 3-aminoimidazo[1,2-a]pyrazine library. Multicomponent reactions of perfluorooctanesulfonyl-tagged benzaldehydes with 2-aminopyridines (or 2-aminopyrazines) and isocyanides are followed by Pd-catalyzed cross-coupling reactions with boronic acids or thiols to form biaryls or aryl sulfides, Reaction mixtures are purified by fluorous solid-phase extraction (F-SPE) or crystallization.
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