4.5 Article

Access to Pyrrolocoumarins through DBU-Mediated Coupling of 2-Oxo-2H-chromene-3-carbaldehydes and Phenacyl Azides

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2022, 期 2, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101237

关键词

Annulation; Azides; C-C coupling; Coumarin; Pyrrole

资金

  1. Council of Scientific and Industrial Research (CSIR) New Delhi
  2. Science & Engineering Research Board (SERB), Department of Science & Technology (DST) New Delhi
  3. DST India

向作者/读者索取更多资源

A DBU-mediated annulation reaction was developed for the synthesis of biologically relevant pyrrolocoumarins using 4-(benzylthio/arylthio)-2-oxo-2H-chromene-3-carbaldehydes and phenacyl azides. This operationally simple and unique synthetic strategy allows the formation of desired pyrrolocoumarin in good yields (67-84%), and generates a new C-C and C-N bond in the overall process.
1,8-Diazabicyclo [5.4.0]undec-7-ene (DBU) mediated annulation of 4-(benzylthio/arylthio)-2-oxo-2H-chromene-3-carbaldehydes with phenacyl azides for the synthesis of biologically relevant pyrrolocoumarins was developed. This operationally simple and unique synthetic strategy allows the formation of desired pyrrolocoumarin in good yields (67-84 %), and generates a new C-C and C-N bond in the overall process.

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