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Org Lett. 2013 Jun 21;15(12):2986-9. doi: 10.1021/ol401151z. Epub 2013 Jun 10.

One-pot synthesis of 3-triazolyl-2-iminochromenes via a catalytic three component cascade reaction.

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1
Therapeutic Discovery, Amgen Inc. , One Amgen Center Drive, Thousand Oaks, California 91320-1799, United States.

Abstract

A variety of 3-triazolyl-2-iminochromenes were synthesized in a one-pot, catalytic, three component condensation. In this event, a Cu(I)-catalyzed cycloaddition between 2-azidoacetonitrile and an acetylene formed a triazole and activated the neighboring methylene group, inducing an aldol-cyclization-dehydration sequence in the presence of a salicylaldehyde. Further elaboration led to more complex polyheterocycles.

PMID:
23751086
DOI:
10.1021/ol401151z
[Indexed for MEDLINE]
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