Tandem Cu-catalyzed ketenimine formation and intramolecular nucleophile capture: Synthesis of 1,2-dihydro-2-iminoquinolines from 1-(o-acetamidophenyl)propargyl alcohols

نویسندگان

  • Gadi Ranjith Kumar
  • Yalla Kiran Kumar
  • Ruchir Kant
  • Maddi Sridhar Reddy
چکیده

The copper-catalyzed ketenimine formation reaction of 1-(o-acetamidophenyl)propargyl alcohols with various sulfonyl azides is found to undergo a concomitant intramolecular nucleophile attack to generate 1,2-dihydro-2-iminoquinolines after aromatization (via elimination of acetyl and hydroxy groups) and tautomerization. The reaction produces 4-substituted and 3,4-unsubstituted title compounds in moderate to good yields under mild reaction conditions.

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عنوان ژورنال:

دوره 10  شماره 

صفحات  -

تاریخ انتشار 2014