Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 62, Pages 14036-14041Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201902453
Keywords
[3+2]-cycloaddition; Knoevenagel condensation; lawsones; methanobenzo[f]azulenes; organocatalysis
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Funding
- Department of Science and Technology (DST), SERB, New Delhi [CRG/2018/000775]
- University Grants Commission (UGC)-Dr D. S. Kothari Postdoctoral Fellowship (DSKPDF) Scheme, New Delhi
- University Grants Commission (UGC), New Delhi
- Council of Scientific and Industrial Research (CSIR), New Delhi
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Lawsones were transformed into the functionally rich framework of methanodibenzo[a,f]azulenes and methanobenzo[f]azulenes in a single- or two-pot operation through five organocatalytic sequential reactions in very good yields with excellent selectivities. These resultant molecules are basic skeletons of important antibiotics, which highlights the value of this formal intramolecular [3+2]-cycloaddition as a key protocol.
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