Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 1, Pages 234-242Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02374
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Funding
- National Institutes of Health [GM076125]
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Iron complexes bound by redox-active pyridine dialdimine (PDAI) ligands catalyze the cycloaddition of two terminal alkynes and one cyanamide. The reaction is both chemo- and regioselective, as only 4,6-disubstituted 2-amino pyridine products are formed in moderate. to high yields. Isolation of an iron azametallacycle (4) suggests that catalyst deactivation occurs with a large excess of cyanamide over longer reaction times. Fe-catalyzed cycloaddition allowed for a straightforward synthesis of a variety of aminopyridines, including known estrogen receptor ligands.
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