SynOpen (Apr 2018)

Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating­ Agent

  • Raghuram Gujjarappa,
  • Nagaraju Vodnala,
  • Arup K. Kabi,
  • Dhananjaya Kaldhi,
  • Mohan Kumar,
  • Uwe Beifuss,
  • Chandi C. Malakar

DOI
https://doi.org/10.1055/s-0036-1591572
Journal volume & issue
Vol. 02, no. 02
pp. 0138 – 0144

Abstract

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Abstract Molybdenum(VI)-catalyzed domino reductive cyclization of nitroarenes has been devised for the syntheses of 1,4-benzoxazines and 1,4-benzothiazines in the presence of pinacol as deoxygenating agent. The scope of the described method was further extended to the syntheses of the rarely explored scaffolds, 1-hydroxyphenazines and quinoxalines. The present method avoids the use of hazardous deoxygenating agents and operates under solvent-free conditions.

Keywords