Journal
ORGANIC LETTERS
Volume 10, Issue 13, Pages 2621-2624Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol8004936
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Funding
- Howard Hughes Medical Institute Funding Source: Medline
- NCI NIH HHS [P01 CA-078048, P01 CA078048] Funding Source: Medline
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Recognizing the value of including complex pyridines in small-molecule screening collections, we developed a previously unexplored [2 + 2 + 2]-cycloaddition of silyl-tethered diynes with nitriles. The tether provides high regioselectivity, while the solvent THF allows Catalytic CpCo(CO)(2) to be used without exogenous irradiation. One of the resulting bicyclic and monocyclic (desilylated) pyridines was identified as an inhibitor of neuregulin-induced neurite outgrowth (EC(50) = 0.30 mu M) in a screen that probes a pathway likely to be involved in breast cancers and schizophrenia.
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