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Article Abstract
A Pd-catalyzed Sonogashira coupling of iodoalkynones with propargylic ethers bearing indole-tethered unactivated alkenes, followed by an Alder-ene reaction and a Diels-Alder cycloaddition, provides access to various hexacyclic heterocycles containing a dihydropyrido[1,2-]indole scaffold. When similar -propargylic allylic ethers were applied to the reaction, polycyclic compounds containing pyrido[1,2-]indole scaffolds could be obtained after treatment of the fused cyclic products with trifluoroacetic acid. The method features a broad substrate scope, high stereoselectivity, and mild reaction conditions.
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| http://dx.doi.org/10.1021/acs.orglett.5c01722 | DOI Listing |
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