4.7 Article

Gold-Catalyzed Concomitant [3+3] Cycloaddition/Cascade Heterocyclization of Enynones/Enynals with Azides Leading to Furanotriazines

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JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 4, 页码 1425-1433

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02567

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  1. Department of Science and Technology (DST, New Delhi)
  2. University Grants Commission (UGC, New Delhi)
  3. UGC

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[Au]-catalyzed [3 + 3] cycloaddition reaction of enynones/enynals with azides, which allows the efficient regioselective synthesis of highly fused furo[3,4-d][1,2,3]triazines in good-to-excellent yields under mild conditions, has been developed. The synthetic utility of furanotriazines was exploited by oxidation with cerium ammonium nitrate (CAN) affording highly functionalized dihydrotriazines. Both furo[,4-d][1,2,3]triazines and dihydrotriazines exhibit good fluorescence activity.

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