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Article Abstract
A base-catalyzed addition of quinazolinones to unsymmetrical trifluoromethylated internal alkynes was accomplished for straightforward access to various N3-vinylquinazolinones. Excellent chemo-, regio-, and stereoselectivity were achieved along with moderate to good efficacy for broad substrate scope under environmentally benign conditions. Moreover, N3-vinylquinazolinone adducts could be readily transformed into a useful fused tetracyclic scaffold via one-step intramolecular oxidative cross-coupling. On the basis of preliminary control experiment results, a catalytic cycle was proposed to clarify a plausible reaction mechanism.
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| http://dx.doi.org/10.1021/acs.orglett.5c01683 | DOI Listing |
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